The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

Lee Hower is a co-founder and Partner at NextView Ventures, one of the East coast's leading early stage funds with investments in the likes of Dia & Co, Sunrise, TaskRabbit and GrabCad just to name a few. As for Lee, prior to being a VC with NextView, Lee started his career as an early employee of PayPal in product and business development roles, through the company's 2002 IPO and sale to eBay. After PayPal, Lee was a co-founder of LinkedIn (NYSE: LNKD) and served as head of corporate development. In Today's Episode You Will Learn: 1.) How Lee made his way from the early days of PayPal with Elon Musk to the founding team of LinkedIn with Reid Hoffman to founding NextView and being a VC? 2.) What were Lee's biggest takeaways from his time working with Elon Musk, Peter Thiel, Reid Hoffman in the early days of PayPal? How has that experience affected how he invests today? 3.) Unlike other Paypal mafia members, Lee decided not to pursue the multi-stage investing strategy. Why was this? How does Lee evaluate the current seed environment? 4.) Why does Lee believe it is fundamental to study the history of VC and innovation? How does this affect his mindset when investing? 5.) What would Lee advice to a junior VC or someone looking to move into the industry in terms of differentiation and personal branding? What is key? How should this be approached? Items Mentioned In Today's Show: Lee's Fave Book: The Globalisation Paradox Lee's Most Recent Investment: Optimus Ride As always you can follow Harry, The Twenty Minute VC and Lee on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. X.ai is AI-poweredered personal assistant for scheduling meetings bringing you Amy or Andrew. The assistant you interact with like you would to any other person and it allows you to avoid the tedious hours of email ping pong in order to schedule one meeting. Even better, there is no sign in, no password, no download, all you do is cc [email protected] beautiful! And you can check it out now on x.ai it really is a must! Workable is the all-in-one recruiting software for ambitious companies. From posting a job to tracking and managing candidates, Workable provides everything you need to hire better. Transparent communication, organized candidate profiles, structured interviews and a full reporting suite gives hiring teams the information they need to make the best choice. Workable is available for desktop and mobile and you can find out more on workable.com where you can try it for free.

John Borthwick is the Founder & CEO @ Betaworks, the New York-based startup platform combining 3 areas of expertise. They have a studio where they have built products including Giphy, Dots, Bitly and more. They have a fund with prior investments including Tumblr, Medium and Kickstarter. Finally they have a camp, a thematic accelerator program for companies in frontier technology sectors. As for John, Prior to Betaworks, John was an SVP at Time Warner Inc following John's previous company, WP-Studio, being acquired by AOLTW. In Today's Episode You Will Learn: 1.) How John made his way from AOL and Time Warner to founder of Betaworks? 2.) Why is John skeptical of the traditional VC model? Why does John believe that the market has adapted but the VC model has not? 3.) Why does John believe fund cycles are simply too short, in the same school of thought as Matt Ocko @ Data Collective? What are the problems with this? 4.) How does John evaluate Fred Wilson's post on the consumer downturn? Why does John think we are addicted to short term rapid fire hits? 5.) Why is John not surprised that AI, Bots, VR and AR are being 'labeled a disappointment for the last year? What does he think will be the catalyst for their rise? Items Mentioned In Today's Show: John's Fave Book: King Lear As always you can follow Harry, The Twenty Minute VC and John on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. X.ai is AI-poweredered personal assistant for scheduling meetings bringing you Amy or Andrew. The assistant you interact with like you would to any other person and it allows you to avoid the tedious hours of email ping pong in order to schedule one meeting. Even better, there is no sign in, no password, no download, all you do is cc [email protected] beautiful! And you can check it out now on x.ai it really is a must! Workable is the all-in-one recruiting software for ambitious companies. From posting a job to tracking and managing candidates, Workable provides everything you need to hire better. Transparent communication, organized candidate profiles, structured interviews and a full reporting suite gives hiring teams the information they need to make the best choice. Workable is available for desktop and mobile and you can find out more on workable.com where you can try it for free.

Dennis Mortensen is the CEO and Founder of X.ai, the artificial intelligence driven personal assistant that lets people schedule meetings using plain English and nothing more than a CC to [email protected]. Their female persona Amy is so lifelike that users have asked her on a date at a rate of one request per month! X.ai is now one of the best funded AI startups having raised over $30m from our friends at FirstMark and DCM and a big thanks to Matt Turck for making the intro and from DCM, who also helped us with some of the questions for Dennis! In Today's Episode You Will Learn: 1.) How Dennis came to found one of the leading AI startups today with X.ai? 2.) Why is product market fit like porn? How does this analogy affect Dennis' evaluation of product market fit? 3.) What are the fundamental features required to turn a single user consumer product into an enterprise product? How should that transition be managed? 4.) Is Dennis concerned by large incumbents making their entrance into the world of more traditional enterprise companies with the likes of GSuite and Facebook for Work? 5.) How did Dennis evaluate the right pricing method for X.ai? What pricing mechanisms did he consider? What does Dennis believe is the future of enterprise pricing? Items Mentioned In Today's Show: Dennis' Fave Book: Shoe Dog Dennis' Fave Blog or Newsletter: Azeem Azhar: The Exponential View As always you can follow Harry, The Twenty Minute VC and Dennis on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. X.ai is AI-poweredered personal assistant for scheduling meetings bringing you Amy or Andrew. The assistant you interact with like you would to any other person and it allows you to avoid the tedious hours of email ping pong in order to schedule one meeting. Even better, there is no sign in, no password, no download, all you do is cc [email protected] beautiful! And you can check it out now on x.ai it really is a must! Workable is the all-in-one recruiting software for ambitious companies. From posting a job to tracking and managing candidates, Workable provides everything you need to hire better. Transparent communication, organized candidate profiles, structured interviews and a full reporting suite gives hiring teams the information they need to make the best choice. Workable is available for desktop and mobile and you can find out more on workable.com where you can try it for free.

Roger Ehrenberg is the Founder and Managing Partner @ IA Ventures, one of New York's leading early stage funds with investments in the likes of TransferWise and The Trade Desk. Prior to IA, Roger was a prolific angel investor making investments in over 40 companies including BuddyMedia and previous guest, Howard Lindzon's StockTwits. Before that, Roger served as President and CEO @ DB Advisors, Deutsche Bank's internal hedge fund trading platform which managed $6Bn in capital across multiple geographies. In Today's Episode with Roger You Will Learn: How Roger made his way into VC from the world of Wall St? How does Roger view the diversification model of 50+ in a portfolio in micro VC? What levels of ownership does that require? With regards to small and honed portfolios Roger has previously said that 'small is beautiful'. How does Roger approach this with IA and what capital pools does this allow his partners? Roger has also said that 'VC platforms are not a panacea'. What does he mean by this? What do founders really want from an investment partner today? What is the effect of Roger and IA being outside the traditional echo chambers of Silicon Valley? How does this affect Roger's dealflow? Hiring ability? Partnership opportunities? Items Mentioned In Today's Show: Roger's Fave Blog and Newsletter: Maria Popova: BrainPickings Roger's Fave Book: Out Of The Crisis Roger's Most Recent Investment: Octane Lending As always you can follow Harry, The Twenty Minute VC and Roger on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. X.ai is AI-powered personal assistant for scheduling meetings bringing you Amy or Andrew. The assistant you interact with like you would to any other person and it allows you to avoid the tedious hours of email ping pong in order to schedule one meeting. Even better, there is no sign in, no password, no download, all you do is cc [email protected] beautiful! And you can check it out now on x.ai it really is a must! Workable is the all-in-one recruiting software for ambitious companies. From posting a job to tracking and managing candidates, Workable provides everything you need to hire better. Transparent communication, organized candidate profiles, structured interviews and a full reporting suite gives hiring teams the information they need to make the best choice. Workable is available for desktop and mobile and you can find out more on workable.com where you can try it for free.

Scott Belsky is a Venture Partner @ Benchmark, one of the world's leading VC funds. As an early-stage investor himself he has made investments in the likes of Uber, Warby Parker, Pinterest and Flexport just to name a few. Prior to Benchmark, Scott co-founded Behance in 2006, and served as CEO until Adobe acquired Behance in 2012. After Behance's acquisition, Scott served as Adobe's Vice President of Products, rebooting Adobe's mobile product strategy and leading Behance until 2016. If that was not enough Scott is also, the co-founder and Chairman of a new marketplace product under development. In Today's Episode You Will Learn: 1.) How Scott made his move into VC with Benchmark having founded Behance and been a VP @ Adobe? 2.) How did Scott see his investment decision making process change when comparing being an angel to a VC? What was it about VC that made Scott realise that he would not be a traditional VC? 3.) Why does Scott believe that when momentum is growing too fast it is generally likely to fade out? At what point is the transition point between large momentum that is and is not sustainable? 4.) Why is Scott fascinated by 'the journey in between'? What gives Scott hope when reviewing a company in this stage? What does he always look for? 5.) Why does Scott think that autonomous vehicles in cities will be a public utility? Will the data sets produced be publicly or privately owned? Who will operate mass transit systems? Items Mentioned In Today's Show: Scott's Fave Book: Tribe: On Homecoming & Belonging Scott's Fave Blog or Newsletter: The Information As always you can follow Harry, The Twenty Minute VC and Scott on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. X.ai is AI-poweredered personal assistant for scheduling meetings bringing you Amy or Andrew. The assistant you interact with like you would to any other person and it allows you to avoid the tedious hours of email ping pong in order to schedule one meeting. Even better, there is no sign in, no password, no download, all you do is cc [email protected] beautiful! And you can check it out now on x.ai it really is a must! Workable is the all-in-one recruiting software for ambitious companies. From posting a job to tracking and managing candidates, Workable provides everything you need to hire better. Transparent communication, organized candidate profiles, structured interviews and a full reporting suite gives hiring teams the information they need to make the best choice. Workable is available for desktop and mobile and you can find out more on workable.com where you can try it for free.

Jeremy Johnson is the Founder & CEO @ Andela, the startup that aims to bring a scientific approach to building engineering teams. They have backing from some of the best investors in the world with the likes of the Zuckerberg-Chan Initiative, Spark Capital, Google Ventures and our friends at Susa Ventures just to name a few. As for Jeremy, prior to founding Andela, Jeremy co-founded 2U, one of the fastest-growing education technology startups in history. 2U went public in 2014 (NASDAQ:TWOU) and continues to transform higher education. Jeremy has spoken on education and entrepreneurship at meetings hosted by the White house and Congress and was named "30 Under 30" by Inc. Magazine in 2012 and Forbes in 2013 and 2014. In Today's Episode You Will Learn: 1.) How Jeremy made his entry into startups and came to found Andela? 2.) Question from Paige Craig: How did the Zuckerberg-Chan Initiative deal come about? What has been the effect of taking that round for the company and for you as the founder? 3.) How does Jeremy view the contrast between being CEO and being founder? What does he believe makes a truly great CEO? 4.) Andela is an intensely operational and logistics based business, how did Jeremy learn to handle this? What were the fundamental challenges? 5.) How does Jeremy view the future wof work? Why does Jeremy believe the future can only be in decentralised work forces? Items Mentioned In Today's Show: Jeremy's Fave Book: The Power of One Jeremy's Fave Blog or Newsletter: Social Snippets, Charles Hudson @ Precursor As always you can follow Harry, The Twenty Minute VC and Jeremy on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Ben Blumenfeld is the Co-Founder & General Partner @ Designer Fund, they invest in startups co-founded by designers and build and educate design teams through their program, Bridge. Designer Fund's portfolio includes the likes of Gusto, Stripe, Shyp, Operator and many more incredible companies. As for Ben, previously Ben was a design lead at Facebook for over 5 years where he helped build products for nearly a billion people and grow Facebook's world-class design team. He was also the design director at Varien which he helped build into one of the world's leading e-commerce firms. In Today's Episode You Will Learn: 1.) How Ben made the move from designer to General Partner @ Designer Fund? 2.) How does Ben's design background inform how he invests in companies and then supports them post-investment? How does he evaluate design opportunities from the design perspective? 3.) Why now has design become such a competitive advantage in tech? What has changed? What are the fundamentals of beautifully designed products today? 4.) How does Ben believe the current crop of VCs view design? What do they not understand? What should they look to understand? Will we see a new class of design-centric VCs? 5.) From seeing the likes of Facebook, Medium and Asana scale deign teams, what have been the takeaways to effectively scaling design teams with the growth of an organisation? What is required for this to be successful? Items Mentioned In Today's Show: Ben's Fave Book: The Power of One Ben's Fave Blog or Newsletter: Social Snippets, Charles Hudson @ Precursor Ben's Most Recent Investment: Hustle As always you can follow Harry, The Twenty Minute VC and Ben on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Pejman Nozad is the Founding Managing Partner @ Pear.vc, one of the leading seed stage funds in the valley. However, Pejman did not enter the tech industry like most venture capitalists. Having immigrated from Iran, he lived in an attic above a yogurt shop and took a job at a rug store in the Valley. But he immersed himself in what was happening in technology. Slowly, with a few small investments, he developed a reputation for identifying talent and helping take promising ideas to the next level. From next to nothing, he built a $20B portfolio, investing in over 100 startups and seeding several multi-billion dollar companies such as Dropbox, Lending Club, SoundHound and Gusto. In Today's Episode You Will Learn: 1.) How Pejman made his way from football in Iran to rug dealer in Palo Alto to leading seed stage VC? 2.) Mike Moritz has previously said that 'a call from Pejman is a call he will always take'. What led Mike to say this? What makes Pejman the brilliant networker and community builder that he is? 3.) How does Pejman assess early stage founders and teams? From seeing an early Andy Rubin, what did Pejman take from that as to what makes the best founders? 4.) Pejman invested $400K in Andy Rubin's Danger which exited 8 years later for $500m yet Pejman only 2x his money. What did he take from this? What have been the other major learning inflection points for Pejman in the journey? 5.) From working alongside some of the best investors of our generation, what does Pejman perceive to be the commonalities of the best investors? How do they operate? How do they evaluate early stage opportunities? Items Mentioned In Today's Show: Pejman's Fave Book: Power of Now Pejman's Most Recent Investment: Gfycat As always you can follow Harry, The Twenty Minute VC and Pejman on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Micah Rosenbloom is Managing Partner @ Founder Collective, one of the leading seed funds in the world with investments in Uber, Buzzfeed, Makerbot, PillPack, Coupang and Cruise, just to name a few. As for Micah, prior to VC with Founder Collective, his career was varied starting as a Hollywood agent before becoming a serial entrepreneur founding 3 companies with the last, a successful exit alongside his now Partner Eric Paley with Brontes Technology. Micah also is a Board Member with Sequoia Funded Dia and Co and board observer with both MoveWith and Sense360. In Today's Episode You Will Learn: 1.) How Micah made the move from Hollywood agent to leading seed stage VC? 2.) Why does Micah believe it is wrong to have themes to invest against? Why does he believe that the most interesting businesses can be found in weird and wonderful places? 3.) Why does Micah believe it is a problem for founders to focus exclusively on top line valuation? Why does Micah disagree with the common notion that a $100m exit is not exciting for VC? 4.) Why does Micah believe it is wrong for founders to build their company for the next round? Why does Micah disagree with Jason Lemkin in stating, 'the best investors know the benchmarks clearly for the next round'. 5.) How does Micah deal with the fire hose of activities inherent within venture? How does he prioritise those activities? What thesis does he base all his decisions around? Items Mentioned In Today's Show: Micah's Fave Book: Thinking Fast and Slow Micah's Most Recent Investment: Skysafe As always you can follow Harry, The Twenty Minute VC and Micah on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Topher Conway is a Co-Managing Partner of SV Angel, one of Silicon Valley's leading seed funds with investments in the likes of Facebook, AirBnB, Twitter, Dropbox and many more. At SV Angel, Topher works particularly close with Gusto, Github, Lookout and many more incredible companies. He was included in Forbes Magazine's 30 Under 30 in 2015. Prior to SV Angel, he worked at EQAL, Inc. At EQAL, he worked with the Business Development and Sales teams and lead efforts in creating new business opportunities. Prior to EQAL, he held positions at eCost and a 2004 summer internship in Google's Direct Sales Organization. He is also a member of the UCLA VC Fund, helping foster entrepreneurship at the University. In Today's Episode You Will Learn: 1.) How Topher made his way into the wonderful world of VC and came to be Managing Partner @ SV Angel? 2.) How has the rise of the pre-seed market affected Topher's access to deals? How has Topher reacted to the creation of this new market segment with their new fund size? 3.) How does Topher evaluate grit within founders? Do Topher and SV prefer serial or first-time founders? How does Topher and SV approach startup pivots? Where is the line between stubbornness and vision? 4.) To what extent does Topher focus on valuation and ownership? Why does he believe that it is not important at this stage? What is his determinant to see whether it will be a problem? 5.) To what extent has Topher witnessed the Series A Crunch? Where does he see gaps in the investment landscape? Why does Topher not have a problem with bridge rounds? Items Mentioned In Today's Show: Topher's Fave Book: The Score Takes Care Of Itself Topher's Most Recent Investment: BetterUp As always you can follow Harry, The Twenty Minute VC and Topher on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Gautam Gupta is the Founder & CEO at NatureBox, the startup that allows consumers to discover new & healthy foods through a monthly subscription service. They have raised over $50m in VC funding from the likes of General Catalyst, Redpoint, SoftBank and many more. Prior to launching NatureBox, Gautam was a Principal at General Catalyst Partners. While at General Catalyst, he sourced and was actively involved with the firm's investments in GoodData, Bigcommerce, Honest Company and many more. Gautam joined General Catalyst from Procter and Gamble, where he analyzed brand strategy and consumer preferences in the Consumer Market Knowledge group. In Today's Episode You Will Learn: 1.) How Gautam made his way into VC straight from college and then came to found NatureBox? 2.) What did Gautam take with him from his time in VC to founding NatureBox? How did the experience change the way he handled fundraising? How does Gautam view the 'career VC'? 3.) Why does Gautam look to operate both a B2B and B2C model with NatureBox? Does that not go against the startup advice of 'focus'? What are the inherent benefits and challenges of both models? 4.) Why does Gautam believe we have seen such an increase in VC interest in the food space? Does it concern Gautam that VCs are beginning to invest where they have little domain knowledge? 5.) Why is Gautam so bullish on the exit opportunities for food startups in the coming years? What is the liquidity event and how is that changing with time? Items Mentioned In Today's Show: Gautam's Fave Book: Shoe Dog Gautam's Fave Blog: The Twenty Minute VC As always you can follow Harry, The Twenty Minute VC on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Randy Glein is a Co-Founder & Partner @ DFJ Growth where he looks to partner with entrepreneurs that have achieved market validation and are looking to scale rapidly. Randy's investments include the likes of Twitter, Tumblr, SpaceX and Tesla just to name a few. Prior to DFJ, Randy was CFO @ Feedburner (acq by Google), a business development executive at DIRECTV. Randy was also named to the Forbes Midas List in 2013, 2014, and 2015 as one of the world's top tech investors and to the New York Times / CB Insights list of top 100 venture capital investors in 2016. In Today's Episode You Will Learn: 1.) How Randy made his way into VC and came to found DFJ growth? 2.) What does it mean to be a diligent and disciplined investor? How can a futuristic mindset be balanced with an analytical and academic approach to evaluation and due diligence? 3.) How does Randy evaluate invest time horizons? How important is it to push for liquidity events as soon as possible? What is it that LPs really want to see? 4.) How have we seen public market expectations of tech companies change over the last 10 years? What are public market investors willing to give up in exchange for predictability? What are the benefits of tech companies staying private longer? 5.) What are the metrics that suggest a company with market validation and ready to scale into hyper-growth? What are the required levels of revenue and ARR? Items Mentioned In Today's Show: Randy's Fave Book: Being Digital Randy's Fave Blog: Brad Feld, Fred Wilson Randy's Most Recent Investment: Unity 3D As always you can follow Harry, The Twenty Minute VC and Randy on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Jules Maltz, is a General Partner @ Insight Venture Partners (IVP) where he has made investments in the likes of Slack, Zendesk, Twitter, Zenefits and many more incredible companies. Prior to IVP, Jules held roles at the likes of 3i, Admob and Bank of America. Jules has also been named to The Top 40 Under 40 Growth Investors and been featured in the likes of Inc and Fast Company. I also want to say a huge thank you to Rebecca Lynn @ Canvas and Clark Landry for the intros to Jules today. In Today's Episode You Will Learn: 1.) How Jules made his way into growth stage investing with IVP? 2.) What are the major trends that Jules has observed in the later stages over the last few years? Where is there funding gaps and room for opportunity? 3.) What does it take for companies to attain later stage cheques today? What are the benchmarks required? How have we seen these benchmarks change? 4.) What are the fundamental mistakes that CEO's make in these scaling stages? When is the right time to scale rapidly? How does Jules view product market fit? 5.) Jules has previously stated the importance of building the next S curve. What does he mean by this and how should founders adopt this mentality? Items Mentioned In Today's Show: Jules' Fave Book: All The Light We Cannot See Jules' Fave Blog or Newsletter: Nir and Far Jules' Most Recent Investment: Checkr As always you can follow Harry and The Twenty Minute VC on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Tim Junio is the Co-Founder and CEO @ Qadium, the startup that creates and organizes knowledge about the world's devices. They are backed by some of the best in the business including the likes of Founders Fund (Peter Thiel), NEA (Scott Sandell) and our good friends at Susa Ventures. Prior to Qadium, Tim started his career at the Central Intelligence Agency, and also worked in the Office of the Secretary of Defense, the RAND Corporation, and DARPA. Tim remains a research affiliate at Stanford, where he lectures and advises students on cybersecurity research topics. In Today's Episode You Will Learn: 1.) How Tim made his way from the world of the CIA to founding venture backed, Qadium? 2.) How does Tim view his role as CEO? Why does he view leadership and management as 2 different things? 3.) How does Tim view transparency as a leader? What are the conversations that must only be for the founding team? How are those decisions managed and discussed? 4.) Considering Peter Thiel's recent press coverage how does Tim feel about taking 'Thiel Money'? Why does he think Thiel is one of the most interesting and brilliant minds? What are the challenges for Silicon Valley in eschewing the world of politics for the next 4 years? 5.) What does Tim see as the worst of Silicon Valley? What are the benefits to many 'shallow apps' not getting funded? How does this affect startup economics and hiring programmes? Items Mentioned In Today's Show: Tim's Fave Book: Snowcrash Tim's Fave Blog or Newsletter: Bruce Schneier As always you can follow Harry and The Twenty Minute VC on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Ryan McIntyre is a Co-Founder @ Foundry Group, one of the leading VC funds of the last decade with investments in the likes of Fitbit, SendGrid and Makerbot. Prior to Foundry, Ryan started his career in VC at Mobius Venture Capital in January 2000. While at Mobius Venture Capital, Ryan led the firm's investments in Postini (acq. GOOG) and Sling Media (acq. DISH). Prior to Mobius, Ryan co-founded Excite in 1993, which went public in 1996 and later became Excite@Home following the $6.7 billion merger of Excite and @Home in 1999. At the time this acquisition was the largest internet transaction to date and created a company that achieved peak revenues of $616 million in 2000. In Today's Episode You Will Learn: 1.) How Ryan made his way into the wonderful world of VC and came to co-found Foundry? 2.) At what moment did Ryan realise that he wanted to be a VC rather than his previous life of an entrepreneur? What was the catalyst moment for Ryan? 3.) What does the investment decision making process look like @ Foundry Group? What are the benefits and challenges of implementing such a model? 4.) What are the fundamentals to creating a successful venture partnership? How important is differing skill sets and contrarian thinking? 5.) What makes the great board members to Ryan? How has Ryan seen his style of being a board member alter over the time he has been on boards? Items Mentioned In Today's Show: Ryan's Fave Book: Dune by Frank Herbert Investment Ryan Is Most Excited By: Sendgrid As always you can follow Harry, The Twenty Minute VC and Ryan on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Jason Mendelson is Co-Founder @ Foundry Group, one of the leading VC funds of the past decade with investments in the likes of Fitbit, SendGrid and Makerbot just to name a few. Prior to Foundry Jason co-founded SRS Acquiom, the largest merger and acquisition closing platform that completed over $200Bn in merger transactions. Prior to co-founding SRS, Jason was a Managing Director and General Counsel for Mobius Venture Capital, where he also acted as its chief administrative partner overseeing all operations of the firm. If this was not enough Jason is also the Co-Author, alongside Brad Feld, of the best-selling book, Venture Deals: How To Be Smarter Than Your Lawyer, a must read for all. In Today's Episode You Will Learn: 1.) How Jason made his way into the wonderful world of VC having been a lawyer? 2.) Why does Jason believe there is too much BS in VC? What does Jason think causes this opaqueness? How does he look to build a relationship of trust and clarity with his entrepreneurs? 3.) How has the rise of social media affected the transparency and BS element in VC and startups? How can entrepreneurs know when a VC is lying to them? What are the tells? 4.) Jason has previously said that some VC behaviour is 'rather narcissistic'. What does he mean by this? How would he like to see this change in the future? 5.) How does Jason look to optimise board meetings? What are the expectations of both founders and VCs prior to board meetings when it comes to preparation? Items Mentioned In Today's Show: Jason's Fave Book: Atlas Shrugged Jason's Most Recent Investment: Borrowed and Blue As always you can follow Harry, The Twenty Minute VC and Jason on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Intercom is the first to bring messaging products for marketing and customer support together on one integrated platform. With Intercom, businesses can chat directly with prospective customers on their website, engage current users with targeted messages based on their behavior, and provide personal support at scale with an integrated help desk and knowledge base. This is perfect for Businesses that want to help people visiting their website become customers. Marketing and growth teams that want to onboard and retain users by sending the right messages at the right time and Support teams that want to move beyond email to provide personalized, scalable support so simply head over to Intercom.com/20MVC Cooley are the global law firm built around startups and venture capital. Since forming the first venture fund in Silicon Valley, Cooley has formed more venture capital funds than any other law firm in the world, with 50+ years working with VCs. They help VCs form and manage funds, make investments and handle the myriad issues that arise through a fund's lifetime. So to learn more about the #1 most active law firm representing VC-backed companies going public. Head over to cooley.com and also at cooleygo.com.

Ted Blosser is the founder and CEO of WorkRamp, the startup that is transforming how the best companies like PayPal, Twilio, and Optimizely train and develop their employees. They are backed by top investors like Initialized Capital, Susa Ventures, Liquid2, and Slack, in addition to prominent angels like Elad Gil, Adrian Aoun, Semil Shah, and Charlie Songhurst. As for Ted, he is a Y Combinator Alumni and was an early employee at the enterprise powerhouse, Box. In Today's Episode You Will Learn: 1.) How Ted made the move from early employee at Box to founding WorkRamp? 2.) What were the big takeaways for Ted from seeing the rocketship growth of Box? How has he applied them to starting WorkRamp? 3.) Ted has previously said, 'you should build your investor team like a sports team'. What does Ted mean by this? How did this affect what he looked for in his investors? What does Ted advise other founders when it comes to VC selection? 4.) How does Ted view the short term and the long term value add of investors? How does Ted look to leverage their abilities and connections and get the most out of having them on board? 5.) Taking a step back, many VCs want product market fit, how does Ted assess product market fit? What have been his learnings from YC that shape his attitude to PMF? Items Mentioned In Today's Show: Ted's Fave Book: The Last Lecture As always you can follow Harry, The Twenty Minute VC, Ted on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Sarah Guo is an investor @ Greylock Partners, which she joined in 2013. Prior to Greylock, Sarah was at Goldman Sachs, where she invested in Dropbox and helped take Workday public. She advised pre-IPO private technology companies (as well as public clients including Zynga, Netflix and Nvidia) on strategic and financial issues. Previously, Sarah worked with Casa Systems, a venture-funded startup that enables cable operators to meet growing demand for broadband services. She is an advocate for STEM education for women and the underserved, as well as education more generally. In Today's Episode You Will Learn: 1.) How Sarah made her way into VC with Greylock Partners? 2.) Question from Josh Elman: What were Sarah's biggest learnings from taking key companies public with GS in 2011? Why is narrative so important? Who has done it well? 3.) How does Sarah view market size and market creation? What is a big enough market size to be attractive? How does this change with time and product? 4.) How does Sarah view the next fundamental platform shift? Where does conversational fit into this thesis? Will we see 'machine learning as a service'? 5.) What does the future of VC look like? What does the next generation of VC need to do to stay on top and ensure pattern matching algorithms do not outperform them? Items Mentioned In Today's Show: Sarah's Fave Book: The Most Human Human Sarah's Most Recent Investment: Rhumbix As always you can follow Harry, The Twenty Minute VC and Sarah on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

John Lilly is a Partner at Greylock Partners, one of the world's leading venture funds of the past decade. At Greylock John has led investments in the likes of Instagram (acq by Facebook), Tumblr (acq by Yahoo) and Dropbox. John also sits on the board for Quip, Figma and ClearSlide just to name a few. Prior to Greylock, John was CEO of Mozilla, the organization behind Firefox, used by more than 450 million people. John also co-founded Reactivity, an enterprise security infrastructure company acquired by Cisco in 2007, where he served as founding CEO and later CTO. In Today's Episode You Will Learn: 1.) How John made his way into the wonderful world of VC following his time as CEO @ Mozilla? 2.) John has invested in the likes of Quip, Figma and Dropbox, so why are we seeing such a rise in productivity tools beyond Office and Google Apps? Will it always be a market of consolidation like we have seen with the likes of Quip? 3.) Does John believe the first boom of mobile is over? What about sensors makes John excited for the future of the phone? Does John agree with Ben Evans in viewing the phone as the sun of the solar system? 4.) Question from Sarah Guo: How does Greylock to continue to invest in the next big markets, rather than in what has made them successful before? What does the brainstorming sessions and meta-thinking look like internally? 5.) Question from Josh Elman: How does John view growing one's tribe and then growing together through all of your careers? What are the challenges and what is required in order to be successful? Items Mentioned In Today's Show: John's Fave Book: Thinking Fast and Slow by Daniel Kahneman As always you can follow Harry, The Twenty Minute VC, John on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Harj Taggar is the Founder & CEO @ Triplebyte, the startup that is changing the world of engineering recruitment by building a new kind of interview that evaluates tech skills, not credentials. They have raised from some of our favourite seed investors and all past guests on the show including Felicis Ventures, SV Angel and Initialized Capital. As for Harj, prior to Triplebyte, he was the first partner brought in at Y Combinator since its founding, where he remained as a Partner for 4 years. Before that he was a YC founder, co-founding Auctomatic which was acquired by Livecurrent Media. In Today's Episode You Will Learn: 1.) How Harj made his way from the UK to YC's first Partner to now founding Triplebyte? 2.) Question from Garry Tan: What was the most surprising thing when Harj first became a Partner @ YC? What were Harj's biggest learnings from working with Paul Graham and Jessica Livingstone in the early days? 3.) Remaining in those very early stages, from Harj's experience seeing so many companies pass through YC, what do startups look like at those very early stages? How does Harj recommend finding co-founders? Test and iterate on ideas? Work towards product market fit? What does product market fit look like to Harj? 4.) How should we approach hiring as an early stage startup? What are the signs of great hires? What does the optimal interview process look like? How can we optimize the on boarding process? 5.) What should founders look for in VCs and vice versa? What were Harj's learnings on how to be a great seed stage investor from his time with Garry & Alexis @ Initialized?? Items Mentioned In Today's Show: Harj's Fave Book: Surely You're Joking Mr Feynman As always you can follow Harry, The Twenty Minute VC, Harj on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Rishi Garg is a General Partner @ Mayfield Fund, where he focuses on new media platforms, disruptive financial services and new marketplaces. Prior to joining Mayfield, Rishi was as Vice President of Corporate Development and Strategy at Twitter where he led the company's most active M&A program, including the acquisitions of Periscope, TellApart, TapCommerce, and many others. Prior to Twitter, Rishi was the first Head of Corporate Development at Square. Rishi was also the Founder of a leading venture-backed startup, FanSnap and has also held roles at Google, Highland Capital Partners and Morgan Stanley. In Today's Episode You Will Learn: 1.) How Rishi made his way into VC following time at Twitter and Square? 2.) How does Rishi look to analyse the state of co-founder relationships? What questions get to the core issues? What are the signs that encourage and worry Rishi? 3.) To what extent does a co-founder leaving the company concern Rishi? In what circumstance is this understandable? How should this process be played out? 4.) How much of a role should VCs play post-investment in the relationship of the founders? What are the dangers of this? How should VCs balance helpful and over involved? 5.) Why is Rishi anti the rise of the very large Series? What are the inherent dangers of this? How does he convey this concern to founders? Items Mentioned In Today's Show: Rishi's Fave Book: The Tibetan Book of Living & Dying, Malcolm X Rishi's Fave Blog or Newsletter: Wait But Why As always you can follow Harry, The Twenty Minute VC, Rishi on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Tim Chang is a Managing Director @ Mayfield Fund and Tim was referred to me by many other VCs as 'the fittest man in silicon Valley', notable tech publications even write it. His eclecticness does not stop there as he is also a musician in 3 bands and a serious body hacker. As for his investments, he has had AdChina (acquired by Alibaba), Playdom (acquired by Disney) and Basis (acquired by Intel) just to name a few. Prior to Mayfield, he spent time at notable institutions including General Motors and Norwest Venture Partners. It is not only us that appreciate Tim's skills though as he has also been named to 'Top 100 Innovators' on Forbes Midas List for 2 years running. In Today's Episode You Will Learn: 1.) How Tim made his way into the wonderful world of VC following Stanford Business School? 2.) How did Tim's perspective of starting VC around 9/11 shape his perspective coming into the industry? Why does Tim believe you need to see multiple cycles to be a good VC? 3.) Where are theWhy does Tim believe that startups need to be better capitalised than they currently are in the early days? Why does Tim argue for the existence of the Series B Crunch? 4.) How does Tim view the creation of a business model for machine learning? What are the 2 elements that founders need to consider before deciding in a pricing mechanism? 5.) How does Tim evaluate machine learning startups today in the plethora that have been created over the last few years? How does Tim determine true machine learning talent? Items Mentioned In Today's Show: Tim's Fave Book: Nexus Tim's Fave Blog or Newsletter: Wait But Why Tim's Most Recent Investment: Next Entertainment As always you can follow Harry, The Twenty Minute VC, Tim on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Maran Nelson is the Co-Founder & CEO @ Clara Labs, the truly human interface that uses conversational intelligence trained on high-quality data to schedule your meetings. They have secured funding from some of the best in the business including previous guest Kent Goldman @ Upside Partnership and Greg Brockman, Founder of the prestigious OpenAI. As for Maran, she is also the Founder of Interact, a community of 100 young makers and technologists coming together for an annual retreat in Tahoe. In Today's Episode You Will Learn: 1.) How did Maran come to found one of the hottest AI startups of the day in Clara Labs? 2.) What is the right way to think about a digital assistant? How does Maran think consumer expectations and behaviours will change towards them in the coming years? 3.) Question from Shivon @ Bloomberg Beta: How does Maran think about building an AI company for the long term? How does Clara look to build scalable and transparent feedback loops? 4.) Why is Maran so bullish on the conversational interface? To what situation does this interface lend best? What other verticals and applications could this have in the future? 5.) Does Maran think that humans will always be needed in this process? At what stage will they become obsolete? Items Mentioned In Today's Show: Maran's Fave Book: East of Eden by John Steinbeck As always you can follow Harry, The Twenty Minute VC and Maran on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Emily Melton is partner at DFJ, where she focuses on consumer and mobile technology, as well as healthcare technologies and marketplaces. Emily has made investments in the likes of BetterUp, Elation Health, Livongo, Redfin, Shift, and Wellframe. Early in Emily's career, she sourced investments in Box (NYSE: BOX), Meebo (Google), Kudo (Google), RichRelevance, and Flux (MTV Networks). She was also an advisor to Pulse Network (LinkedIn), Healthtap, and Poshmark. In Today's Episode You Will Learn: 1.) How Emily made her way into the wonderful world of VC following her meeting with Tim Draper? 2.) How does Emily view the importance of pattern recognition? Why does Emily believe that you should not invest from patterns? What is the difference between a pattern and an investing fad? 3.) Why does Emily hate analogies? Why does she believe it is simplistic thinking? How can this be mitigated for startup founders in describing their company? 4.) How does Emily view the portfolio approach to risk in venture? What questions need to be asked to determine the potential outcome of the business? 5.) Why does Emily get concerned by the rise of the 'celebrity investor'? How can investors build their brand in the proliferated world of early stage startup investing? Items Mentioned In Today's Show: Emily's Fave Book: Mindset by Carol Dweck, A Theory of Justice by John Rawls Emily's Most Recent Investment: BetterUp As always you can follow Harry, The Twenty Minute VC on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Josh Stein is Partner @ DFJ where his current board responsibilities include Box (NYSE: BOX), Chartbeat, LaunchDarkly, LendKey, SugarCRM, and previous guests with me on SaaStr in Periscope and Talkdesk. He is also actively involved with the firm's investments in AngelList, Doximity and Twilio (NYSE: TWLO) just to name a few. Prior to joining DFJ, Josh was a VP at Telephia, where he managed a group providing strategic analysis and information to the nation's largest wireless carrier. Previously, Josh was a co-founder for ViaFone (NYSE: SY), a DFJ portfolio company and a leading provider of wireless enterprise applications. Josh met the DFJ team when the firm co-led ViaFone's Series A investment. In Today's Episode You Will Learn: 1.) How Josh made his way from the world of operations to Partner @ DFJ? 2.) How does Josh analyze the VC/ Founder fit? How does Josh look to build trust and transparency in that relationship? What is an example of how Josh has changed his style to fit the character of an entrepreneur? 3.) Question from Greg Sands: What did Josh see in the early days of Box with a young Aaron Levie, what was it that made him so excited? 4.) Question from Mamoon Hamid @ Social Capital: Looking at Box today, what will it take for Box to 10x their value? What needs to happen in the market? What needs to happen to the product roadmap? 5.) Question from Jason Lemkin @ SaaStr: How is it that we are seeing companies like TalkDesk and Twilio grow at a rate never seen before in today's SaaS environment? Items Mentioned In Today's Show: Josh's Fave Blog: TermSheet Josh's Fave Book: Insanely Simple: The Obsession That Drives Apple's Success Josh's Most Recent Investment: LaunchDarkly As always you can follow Harry, The Twenty Minute VC and Josh on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Henry Ward is the Founder & CEO @ eShares, the No 1 cap table management platform providing equity management, 409A valuations and liquidity all in one place. They are backed by leading investors and past guests including USV, SV Angel, Spark Capital, Semil Shah, Manu Kumar, Tim Draper and Kamal Ravikant, just to name a few. Prior to eShares, Henry was Founder @ SecondSight, the first registered investment advisor to go direct to your brokerage and improve your portfolio. In Today's Episode You Will Learn: 1.) How Henry made his way into the world of startups and came to found eShares? 2.) How does Henry challenge the notion that investors should have such high fail rates? How does Henry believe investors can build a strong and sustainable portfolio without home runs? 3.) Why does Henry believe that investors will never accept market risk? How much of a role does Henry believe herd mentality plays in the VC ecosystem? 4.) How does Henry view the increasing exit horizons for startups? Is this a problem? How can we create liquidity options pre large exits? 5.) How does Henry view the role of regulation in private markets? How does this differ to public markets? What would Henry like to see change in the VC ecosystem? Items Mentioned In Today's Show: Henry's Fave Blog: Hacker News Henry's Fave Book: The Essays Of Warren Buffett As always you can follow Harry, The Twenty Minute VC and Henry on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Phil Libin is Managing Director @ General Catalyst and Founder and Executive Chairman @ Evernote. At Evernote, Phil took the company from idea generation to productivity powerhouse allowing millions of users around the world to remember everything and in the meantime, providing Evernote with over $160m in VC funding from some of the very best including Sequoia Capital. Now in the world of VC, Phil has a particularly fondness towards all things bots, a theme we discuss heavily today. Phil has also made several angel investments in the likes of Gusto, TellApart and Binary Thumb just to name a few. In Today's Episode You Will Learn: 1.) How Phil made his way from Founder @ Evernote to Managing Director @ General Catalyst? 2.) Niko Bonatsos, Managing Director @ General Catalyst asks: What were your biggest takeaways from your time with Evernote that lend to you being a better investor? What are the biggest surprises about the move into VC? 3.) Why have we seen an explosion of hype and excitement around the bot space over the past year? What was the catalyst for the rise of the bot? 4.) Why are we not there yet with bots? Should all be conversational? How does the infancy of messaging platforms affect the rise of bots? What unsolved technical challenges remain? 5.) Will the transition to bots and conversational interfaces represent a major point of disruption or more of an evolution in the interface paradigm? Items Mentioned In Today's Show: Phil's Fave Blog: The Economist Phil's Fave Book: The Three Body Problem Phil's Most Recent Investment: Sunflower Labs As always you can follow Harry, The Twenty Minute VC and Phil on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Charlie O'Donnell is the Founder and Sole Partner @ Brooklyn Bridge Ventures, the first venture capital fund based in Brooklyn, who manage $23m across 2 funds. Prior to founding Brooklyn Bridge, Charlie worked at the prestigious First Round Capital, with the likes of Josh Koppelman and Union Square Ventures with Fred Wilson. If that wasn't enough Charlie is one of only a dozen to be named to Business Insider's 100 Most Influential People in NY Tech five or more times and has served on the founding board of the New York Tech Meetup and is one of the group's first 100 members. His blog, This is Going to Be BIG!, is one of the ten most widely read VC blogs in the country with over 8,000 readers. In Today's Episode You Will Learn: 1.) How Charlie made his move from college to venture and then struck out on his own from USV? 2.) Charlie has previously said that 'venture capital is humbling'. How does Charlie look to construct his portfolio with Brooklyn Bridge? How does he come to terms with the fact he will be wrong most of the time? 3.) What are Charlie's views towards follow-on funding and allocating reserves of the fund? How important is this from a return multiple perspective? How much of a difference does it make for founders to raise a next round with 100% of seed investors committed? 4.) Charlie has previously suggested the importance of being helpful and hard working. Is that really enough to build a brand in today's competitive VC environment? Is brand a form of defensible IP? 5.) How does Charlie react to Ben Lerer's suggestion that Jet.com and Dollar Shave Club are the first dominoes of an incoming wave of e-commerce M&A? Items Mentioned In Today's Show: Charlie's Fave Blog: Wait But Why Charlie's Most Recent Investment: Industrial Organic As always you can follow Harry, The Twenty Minute VC and Charlie on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Nitesh Banta is the Founder and CEO @ B12, the startup that uses AI to superpower their team of world class creatives to create even more intelligent websites. They have backing from the likes of Jim Breyer, General Catalyst and our friends at Founder Collective. As for Nitesh, prior to B12, he was on the dark side as a VC with General Catalyst for 5 years before Co-Founding Rough Draft Ventures, the General Catalyst program designed to develop the next generation of student founders. In Today's Episode You Will Learn: 1.) How Nitesh made the move from VC with General Catalyst to AI Startup founder with B12? 2.) How difficult was it for Nitesh to leave the security of venture to start B12 as Founder? What does Nitesh suggest to those that are unsure of whether to make the jump? 3.) Why does Nitesh believe that AGI (artificial general intelligence) is not as close as people predict? What are the implications of this towards humans relationship with technology? 4.) Is Nitesh bullish on humans creating new and unique machine learning algorithms or the rise of 'machine learning as a service as a sector? Where does the real value lie, the data or the machine learning algorithms? 5.) Why is Nitesh contra the common pessimism surrounding AI and the future of work? How does Nitesh believe AI will impact human work processes in a positive way? Items Mentioned In Today's Show: Nitesh's Fave Blog: Bill Gurley: Above The Crowd, Nuzzel Nitesh's Fave Book: Oh The Places You'll Go As always you can follow Harry, The Twenty Minute VC and Nitesh on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield.

Kent Goldman is the Founder of Upside Partnership, one of the leading seed-stage investment firms in SF with investments in the likes of Laurel and Wolf, Digit and Lily. In 2015, he was named to the Midas Brink List. Prior to forming Upside Partnership in 2014, Kent was a Partner at seed investment pioneer First Round Capital. While there he led investments in companies including Airware, Hotel Tonight, and MemSQL. He also served on the board of Mashery (acquired by Intel). Earlier in his career, Kent was a member of Yahoo!'s corporate development team and also led business strategy for Yahoo! products generating $1 billion in annual revenue. In Today's Episode You Will Learn: 1.) How Kent made his way into the world of early stage investing and came to found Upside? 2.) What were the big takeaways from First Round for Kent? How has he applied those learnings to his formation of Upside? 3.) What does Kent look for in the LPs that invest in his fund? Why should founders look to learn which LPs are invested in the fund investing in them? 4.) How has Kent seen his investment decision-making process alter with time? What have been the big changes? 5.) Why does Kent believe valuation does not matter so much at the seed stage? What does really matter to him at the seed stage? How does this progress with rounds? Items Mentioned In Today's Show: Kent's Fave Blog: Howards Marks: Oaktree Capital Kent's Fave Book: A River Runs Through It And Other Stories Kent's Most Recent Investment: Live Neighborly As always you can follow Harry, The Twenty Minute VC and Kent on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield.

David Politis is the Founder & CEO @ Bettercloud, the first ever unified SaaS management platform. Bettercloud have raised over $40m in funding from some of today's best investors including past guests from Accel, Greycroft Partners and Flybridge Partners, just to name a few. Before founding BetterCloud, David was an early employee of Cloud Sherpas (acquired by Accenture [NYSE: ACN]) where David led Cloud Sherpas to become the leading Google Apps services provider and reseller to SMBs worldwide. Prior to Cloud Sherpas, David was the founding employee and General Manager of Vocalocity (acquired by Vonage [NYSE: VG]), which he grew into one of the top providers of cloud PBX technology. In Today's Episode You Will Learn: 1.) How Dave came to found Bettercloud? What was the a-ha moment for him? 2.) Why does David like to invest in everything but perks? What are the challenges of incentivising a team with Perks? What are the alternatives? 3.) What are the limits to transparency? Can there ever be too much transparency? How do you engender a culture of radical transparency within the workforce? 4.) How was the fundraising process for David? how did it alter and develop with every round? What did he do well and what would he improve upon? 5.) How can founders optimise the on boarding process for new hires? What is fundamental? What are the common mistakes and how can this be hacked for success? Items Mentioned In Today's Show: David's Fave Blog: Recode David's Fave Book: Banker To The Poor As always you can follow Harry, The Twenty Minute VC and David on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Parker Thompson is a Partner @ AngelList and creator of popular parody Twitter Account, Startup L Jackson. At AngelList Parker has made investments in the likes of former guests, Algolia, Realty Shares and Keen IO. Prior to joining AngelList, Parker was a Partner at 500 Startups in SF and his illustrious path prior to investing includes Pivotal Labs, co-founding PlaceSite, preserving the interwebs at the Internet Archive, and working on digital copyright at UC Berkeley's iSchool. In Today's Episode You Will Learn: 1.) How Parker made his way into the world of early stage investing from the world of operations? 2.) How does Parker look to evaluate startup founders? What questions does he like to ask? What traits does he like to see in the core exec? 3.) Why does Parker think "not enough traction" is a BS VC excuse? How should VC's approach saying no to founders? What are the real reasons a VC is saying no in this case? 4.) Why does Parker believe the jump to Series A is bigger than ever? What has caused this? What metrics do startups have to achieve to make this move successfully? 5.) How should founders determine how much money to raise? If they can should they raise a 'warchest'? Why should founders not be concerned with dilution in the early days? Items Mentioned In Today's Show: Parker's Fave Blog: Stratechery, Nuzzel Parker's Fave Book: The Modernist Cuisine Parker's Most Recent Investment: Common Networks As always you can follow Harry, The Twenty Minute VC and Parker on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Rebecca Lynn is a Partner @ Canvas, where she focusses on Fintech, Digital Health, SaaS and mobile. Rebecca led an early stage investment in Lending Club, which was the largest US technology IPO of 2014 and the 4th largest Internet IPO since 2001. She has also led investments in the likes of Check (acquired by Intuit), RelateIQ (acquired by Salesforce), Proximity, Practice Fusion and more incredible companies. Prior to being in VC, Rebecca held operational roles at NextCard where she rose to become VP of Marketing and Head of Customer Acquisition and saw the company going public with a $1.3bn market cap. In Today's Episode You Will Learn: 1.) How Rebecca made her way into the wonderful world of VC? 2.) How does Rebecca view the importance of brand and thematic focus in the world of VC today? How can a VC be focussed thematically without missing moonshots? 3.) What were Rebecca's biggest lessons from sitting on boards with the likes of Mary Meeker and Larry Summers? How did that change how Rebecca viewed being a board member? 4.) "Fintech is all about distribution and acquisition". What does Rebecca make of this statement? How have we seen evolution in both distribution and acquisition in the rising tide of new fintech startups? 5.) How does Rebecca analyse fund economics? What does she make of the mega $1Bn funds raised over the last year? What is the optimal size fund for Rebecca? Items Mentioned In Today's Show: Rebecca's Fave Blog: The Daily Shot Rebecca's Fave Book: Influence by Robert Cialdini As always you can follow Harry, The Twenty Minute VC and Rebecca on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Ryan Smith is the Founder & CEO @ Qualtrics, an online survey company with 1,200 employees and a valuation of more than $1bn. They have backing from some of the world's best investors including the likes of Sequoia, Accel and Insight Venture Partners having raised a $150m Series B in 2014. As for Ryan, there are many awesome things, first, he has built Qualtrics from Utah allowing him to gain perspective outside of the traditional tech bubbles, second, he held off on attain VC funding for many years despite the common belief that it is necessary for unicorn growth and finally he has the most incredible work life balance I have seen and if you have not already you must check out this piece on him in Forbes, it really is a must. In Today's Episode You Will Learn: 1.) How Ryan made his way into startups and came to found Qualtrics? 2.) Sequoia's Bryan Schreier states that Ryan's success is due to running the company on 'first business principles'. What does he mean by this? How does this affect the way Ryan runs Qualtrics? 3.) Why did Ryan decide to bootstrap the company for such a long time with the likes of Accel and Sequoia looking to invest? What are the benefits of retaining such control? What are the financial requirements to do so? 4.) What makes the best CEO's? How do they view the internal structure of the company? How do they perceive their role? How do they manage their day and optimise their time? 5.) How does Ryan look to instill 'radical transparency' in the organisation? What are the benefits of doing so? Can an organisation ever be too transparent? What are the challenges of such transparency? As always you can follow Harry, The Twenty Minute VC and Ryan on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Garry Tan is a Co-Founder and Managing Partner @ Initialized Capital, one of Silicon Valleys leading early stage seed funds. Prior to founding Initialized, Garry was a Partner at Y Combinator where he invested in and directly worked with over 700 companies in 5 years from the earliest possible stage, often just an idea. Garry's portfolio includes the likes of previous guests Tilt, Eero, Flexport, LendUp and many more incredible companies. Before being at YC, Garry Co-Founded Posterous and helped build it to a world-class website used by millions, ultimately acquired by Twitter. Garry also co-founded the engineering team for Palantir Technology's quant finance analysis platform. In Today's Episode You Will Learn: 1.) How Garry made the transition from Founder @ PostHaven to YC Partner to Initialized GP? 2.) What were Garry's biggest takeaways from advising 700 startups at YC that he has taken with him to Initialized? 3.) Why does Garry believe now is the golden age for early stage investing? What opportunity does the mass of late stage capital provide the early stage? 4.) How does Garry approach desired ownership? What level of ownership provides incentive for a VC to work whilst also allowing collaboration with other VCs in a round? 5.) What are Garry's thoughts on the rise of thematic investing? Why does he not believe it to be optimal at the seed stage? Items Mentioned In Today's Show: Garry's Fave Blog: SaaStr Garry's Fave Book: Chaos Monkeys As always you can follow Harry, The Twenty Minute VC and Garry on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Alexis Ohanian is co-founder of Reddit & Initialized Capital. After graduating from UVA in 2005, Alexis and his co-founder Steve Huffman started Reddit, which they sold in 2006 to Conde Nast. In 2015, he returned to a full-time capacity with Steve Huffman as the two returned to the helm of a fully independent Reddit, which is now the 8th largest US website. In 2016, he joined Garry Tan in kicking off the third fund for Initialized Capital, an early stage venture capital firm. He's invested in and advised over two hundred tech startups and was a partner at Y Combinator; Alexis has also written a national best-selling book, Without Their Permission and was named on Forbes 30 Under 30 list two years in a row. In Today's Episode You Will Learn: 1.) How Alexis made his way into the world of VC from founding Reddit? 2.) What were the biggest surprises for Alexis about making the move into venture full time? What have been the biggest challenges? 3.) How do Alexis and Garry (Alexis' partner) look to integrate process into their investing with Initialized? What is core to the success of this process? Why should more VCs be doing so? 4.) What does Alexis believe makes the best seed investors? What are the benefits of investors that have been in the trenches? How can they add to their companies in a way those without operating experience cannot? 5.) How does kindness integate into Alexis' role as an investor? Can one win in investing while being kind? How does Alexis look to show his kindness to founders and investors? Items Mentioned In Today's Show: Alexis' Fave Blog: Reddit Alexis' Fave Book: Slaughterhouse 5 Alexis' Most Recent Investment: Workramp As always you can follow Harry, The Twenty Minute VC and Alexis on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Peter Weijmarshausen is the CEO and Co-Founder of Shapeways, the world's leading 3D printing marketplace and community. Shapeways have raised funds from some of the world's leading investors including the likes of USV, Andreesen Horowitz and Index Ventures just to name a few. Prior to Shapeways, Peter was the CTO of Sangine, where he and his team designed and developed satellite broadband modems. Peter was also Director of Engineering at Aramiska, where he was responsible for delivering a business broadband service via satellite. In Today's Episode You Will Learn: 1.) How Peter made his way into startups and came to found Shapeways? 2.) Where are we in the 3D printing cycle today? Has it developed slower or quicker than Peter expected? How was it for Peter inhabiting a space with so much hype? 3.) When does 3D printing make the transition from early adopter market to mass market? What are the determinants that will allow for this to happen? 4.) Having started life in an incubator, why did Peter decide that for the origin of Shapeways? What are the benefits? What type of founder is this model right for? 5.) Shapeways have raised from Index, USV and a16z, so how was the fundraising journey for Peter? What would he like to improve upon for next time? What did he do well? Items Mentioned In Today's Show: Peter's Fave Blog: New York Times Peter's Fave Book: Leadership and Self-Deception As always you can follow Harry, The Twenty Minute VC and Peter on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Kara Nortman is a Partner @ Upfront Ventures, one of LA's leading venture funds. Kara is also co-founder of Seedling where she currently serves as Chairman. Prior to starting Seedling, Kara spent close to seven years at IAC where she acted as the Senior Vice President and General Manager of Urbanspoon and Citysearch. Prior to Urbanspoon/Citysearch, Kara co-headed the M&A group at IAC where she lead some of their most successful acquisitions, notably Urbanspoon, Dictionary.com and Aston Hotels. While at IAC, Kara also served as a board member to Hatch Labs, IAC's mobile technology incubator, where she recruited and advised Tinder. Kara also spent time at Morgan Stanley, Microsoft, and Battery Ventures. In Today's Episode You Will Learn: 1.) How Kara made her way into the wonderful world of VC? 2.) Question from Greg Betinelli and Jenny Lefcourt: What is the most surprising thing about moving from an operator to a VC? What does Kara prefer more about being a VC? 3.) Having been an entrepreneur with a board, what does a good board member look like to Kara? How does Kara allocate her time amongst her portfolio? 4.) How does Kara assess founder psychology? How does Kara look to get to know the founder both post and pre-investment? What are some signs and tells for Kara of the truly successful operators? 5.) How does Kara view diversity in the VC landscape? What are prime examples of where it is going wrong? What can be done to change this? What are Kara's hopes and concerns for the future? Items Mentioned In Today's Show: Kara's Fave Blog: Both Sides of The Table Kara's Fave Book: Grit by Angela Duckworth Kara's Most Recent Investment: Stem As always you can follow Harry, The Twenty Minute VC and Kara on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Scott Dorsey is the Managing Partner @ High Alpa, the startup studio that both builds and invests in some of the most exciting SaaS companies today. Prior to HighAlpha, Scott was a successful entrepreneur who co-founded ExactTarget and led the company from start-up to global marketing software leader. ExactTarget went public on the New York Stock Exchange in March 2012 and sold to Salesforce.com in July 2013 for $2.7 billion. At Salesforce, Scott worked directly with Marc Benioff to execute the ExactTarget vision within Salesforce. In Today's Episode You Will Learn: 1.) How Scott made his way into the world of venture from founding ExactTarget? 2.) What was it like to work directly for Marc Benioff? What were the biggest learnings and takeaways? What were the biggest challenges? 3.) With a startup studio producing companies and a fund investing in them, how does Scott avoid the negative signalling that is inherent within these 2 structures? 4.) Having seen so many successful SaaS startups, what does product market fit look like to Scott? From the studio, what are the biggest challenges his startups face in hitting product market fit? 5.) What are the fundamentals that all startups should focus on in the quest for product market fit? What are the challenges? How should this be measured? Items Mentioned In Today's Show: Scott's Fave Blog: SaaStr Scott's Fave Book: Good To Great by Jim Collins As always you can follow Harry, The Twenty Minute VC and Scott on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Ryan Petersen is the Founder and CEO of Flexport, the freight forwarder for the internet age. Flexport recently raised a phenomenal $65m Series B from the likes of Founders Fund, First Round, Felicis, Bloomberg Beta, Yuri Milner, Susa Ventures and more incredible investors. With none other than YC founder Paul Graham stating 'Ryan has the rare ability to not just satisfy the market but grow it'. Prior to Flexport, Ryan was Founder and CEO of ImportGenius.com, the largest provider of business intelligence to the import-export industry. In Today's Episode You Will Learn: 1.) How Ryan came to found Flexport? What was the a-ha moment for him? 2.) Why does Ryan believe it is crap that MBA's do not make good entrepreneurs? How did Ryan design his life to be an entrepreneur without the opportunity to work for someone else? 3.) How has Ryan found the experience of being a single founder? What are the pros and cons? What was the investor reaction? What does Ryan advise other single founders? 4.) How did Ryan find the fundraising for the latest $65m raise? What did he do well? What would he like to improve upon for later rounds? How did he educate investors without being patronising? 5.) Why does Ryan want to see boards be rethought? What is so inefficient about boards? When did Ryan gain his board? What would Ryan advise fellow founders on building a board? Items Mentioned In Today's Show: Ryan's Fave Blog: SaaStr As always you can follow Harry, The Twenty Minute VC and Ryan on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at Xero.com/twentyVC

Chris Farmer is a General Partner @ SignalFire, as he describes, 'the most quantitative fund in the world.' Chris has also assembled 50 other on-demand advisors to aid portfolio companies including Slack CEO, Stewart Butterfield, AltSchool Founder, Max Ventilla and Pinterest President, Tim Kendall. SignalFire's portfolio includes the likes of Uber, ClassDojo and Rocksbox just to name a few. Prior to SignalFire, Chris was a Venture Partner @ General Catalyst where he aided the development of their seed program. Prior to General Catalyst, Chris spent 4 years as a VP @ Bessemer Venture Partners. In Today's Episode You Will Learn: 1.) How Chris made his way into the world of venture and came to be Founding Partner @ Signal Fire? 2.) Why does Chris believe the VC industry has not changed in the last 40 years? Why are the old guard of VCs worried for the evolution? 3.) Why does Chris believe data and tech will be centre to the revolution that is happening in VC? How will data be used to enhance the VC value add to startups in the coming years? 4.) From interviewing over 500 Founders, what was the most common challenges and problems founders face today? How should VCs be positioning themselves to provide additional value? 5.) What does Chris believe boards are so inherently inefficient? What would Chris like to see change in the world of boards? How does Chris position himself in terms of, board to partner ratio? Items Mentioned In Today's Show: Chris' Fave Blog: Above The Crowd: Bill Gurley Chris' Fave Book: The Success Equation Chris' Most Recent Investment: Frame.io As always you can follow Harry, The Twenty Minute VC and Chris on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at Xero.com/20vc.

Rory O'Driscoll is a founding member and Partner at Scale Venture Partners. An active investor for the past 20 years, Rory is focused on early-in-revenue software companies benefiting from the move to Software as a Service and the wider transition of enterprise computing to the cloud. Rory currently sits on the boards of Axcient, Bill.com, Box, Chef Software, DataSift, DocuSign, DroneDeploy, Forter, Katch, OneLogin, Pantheon, WalkMe and Wrike. Prior investments include ExactTarget (ET; Acq: SFDC), Omniture (OMTR; Acq: ADBE), ScanSafe (Acq: Cisco), Frontbridge (Acq: MSFT), Placeware (Acq: MSFT) among others. Rory has been recognized by the Forbes Midas List and AlwaysOn Power Players in Venture Capital for his investments. In Today's Episode You Will Learn: 1.) How Rory made his way into the world of venture and came to be a Partner @ Scale. 2.) How does Rory address market size? Does he utilise the bottom up or top dpwn approach? What is his strategy? 3.) Why are markets more important to Rory than management? What do each element have a different role in achieving? 4.) How does Rory look to navigate board conflict? When conflict does arise, how does Rory look to resolve a CEO who does not listen? 5.) What are the 4 fundamental roles of a board member? Why is competence underrated? What should founders and CEOs look for in prospective board members? Items Mentioned In Today's Show: Rory's Fave Blog: Term Sheet Rory's Fave Book: SuperForecasting: The Art & Science of Prediction Rory's Most Recent Investment: DroneDeploy As always you can follow Harry, The Twenty Minute VC and Rory on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc. Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc

Balaji Srinivasan is the Founder & CEO @ 21.co, the company that believes for bitcoin to succeed we need to build the full stack infrastructure for bitcoin, from silicon to hardware. 21.co have backing from some of the best in the world including a16z, Peter Thiel, Scott & Cyan Banister, Naval Ravikant and previous guest Data Collective's Matt Ocko. Balaji is also a Board Partner @ a16z, where he has served for the past 3 years. Prior to a16z and 21.co, Balaji was Co-Founder & CTO @ Counsyl, the genomics startup that now tests 4% of all US births and raised $65 in funding. In Today's Episode You Will Learn: 1.) How Balaji made the move from operations to a16z and the back to startups? How did his time in operations affect his investing mentality and vice versa. 2.) Why does Balaji believe that the number 1 barrier for most startups is regulation? Why does Balaji look to the unseen? 3.) With such value being held back by regulation, what is the FDA, FAA, SEC etc holding back? How can that value be unlocked? How can you carve out jurisdictions where you can have early adopters? 4.) How can new products look to gain customer validation through micro testing market segments? What are the requirement to do this successfully? What are the common mistakes 5.) How does Balaji view the future of regulation? How can tech help make regulation faster and more efficient? What are the barriers to it's widespread adoption and implementation? Items Mentioned In Today's Show: Balaji's Fave Book: The Sovereign Individual, The Princeton Companion To Mathematics As always you can follow Harry, The Twenty Minute VC and Balaji on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Eric Paley is the Managing Partner at Founder Collective, one of the world's most successful seed funds with investments in the likes of Uber, Hunch, Makerbot and About.me. Prior to Founder Collective, Eric was the Co-Founder and CEO of Brontes Technologies, later acquired by 3M for $95m. Following it's acquisition Eric began making angel investments and it was not long before Eric and David, 'super angel' at the time, saw the potential for a Founder First seed fund and Founder Collective was born. In Today's Episode You Will Learn: 1.) How Eric made his move into the wonderful world of venture from founding Brontes Technologies? 2.) How does raising VC money affect the founders in both the long term and the short term? How does it alter exit expectations and time horizons? 3.) How does raising VC money affect startup management and burn rates? At what time is it too late to cut the burn? When should this moment of realisation be? What are Eric's rough expectations of valuation uptick based upon VC funding? How does Eric approach the bridge round? What metrics are required for Eric to think it is an acceptable round? Is it merely a case of failing to hit Series A metrics? 5.) Does Eric believe VCs really need $Bn exits to succeed? What is the math behind it? How should founders think of exits with the investors hat on? What does Eric make of the rise of mega funds? Items Mentioned In Today's Show: Eric's Most Recent Investment: Crayon As always you can follow Harry, The Twenty Minute VC and Eric on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Matt Ocko is the Co-Managing Partner and Co-Founder @ Data Collective and has over 3 decades of experience as a tech entrepreneur and VC and has made investments in the likes of Facebook, Zynga, Uber and AngelList just to name a few. If that was not enough he is also an inventor on over 40 granted or in process patents. A truly deep thinker and one of my fave ever shows to record. In Today's Episode with Matt You Will Learn: How Matt made his way into VC and came to co-found Data Collective? What is the biggest challenge facing the rise of AI today? How does this evolve the further into the category we get? How does this affect the future of work? What will the 3-4m unemployed non-college educated do? What is the solution to this? Universal basic income? How does the rise of AI radically alter the structure of society? How does it affect national economies and global macroeconomics? Why is the Keynesian belief, that human wants and needs are infinite and we will simply adjust to AI life, not relevant? What does that say about the adoption and disruption rate? Items Mentioned In Today's Show: Matt's Fave Blog and Newsletter: MIT Technology Review Matt's Fave Book: The Way Things Work Matt's Most Recent Investment: Tradeshift As always you can follow Harry, The Twenty Minute VC and Matt on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Ed Cooke is the Founder & CEO @ Memrise, the app that makes learning languages joyful and they have funding from some of the best including Lerer Hippeau, Balderton Capital and Wordpress founder Matt Mullenweg just to name a few. As for Ed, he must have the most diverse background of any guest as he is a former grandmaster of memory, is a prominent author and features heavily in the book, Moonwalking With Einstein, in which Ed was the memory coach for Josh Foer where he took Josh from beginner to US memory champion in just 1 year. In Today's Episode You Will Learn: 1.) How Ed went from being a Grandmaster of Memory to a startup founder with Memrise? 2.) What is the essence of learning? How does Ed break down the process? Does the segmentation of these parts allow you to optimise certain elements? 3.) What are the prospect ahead for the world of Edtech? Was Tim Berners-Lee right to say that the web has some way from fulfilling it's potential? 4.) How important is gamification for the future of EdTech? How does this affect retention? How does this affect monetisation and conversion? 5.) How does Ed believe AI will integrate into the future of EdTech? What kinds of intelligence will be able to be created? Items Mentioned In Today's Episode: Ed's Fave Blog: Continuations by Albert Wenger Ed's Fave Book: From Dawn To Decadence As always you can follow The Twenty Minute VC, Harry and Ed on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Paul Martino is a Co-Founder and General Partner @ Bullpen Capital, the fund that finds overlooked companies by understanding biases in venture capital. Paul has led several of Bullpen's key investments including FanDuel, Namely, Ipsy, SpotHero, Classy, and Airmap. Prior to forming Bullpen, he was an active angel investor and personally invested in the first rounds of Zynga, TubeMogul, and uDemy. Before becoming an investor, Paul was the founder of four companies including Ahpah Software (a computer security firm acquired by InterTrust); Tribe (one of the world's first social networks), and Aggregate Knowledge (a big data advertising attribution company acquired in 2014 by Nuestar). In Today's Episode You Will Learn: 1.) How Paul made his way into early stage investing from founding and exiting 4 companies? What was the data that made Paul excited for venture? 2.) First has Paul witnessed the Series A Crunch? What does the crunch mean for founders? How should they navigate it and approach burn rates? How does this affect the fundraising time horizon? How does this affect how much startups should raise? 3.) How does the crunch affect valuation? How does this affect investor expectations of startups pitching them? How does Paul respond to Mike Maples' statement, 'bridge rounds are often because startups have simply not hit the metrics for Series A'? 4.) What would Paul most like to see change in the venture ecosystem? Why does Paul not believe there are enough innovative funds? Why is it so hard for innovative funds to raise from traditional LPs? 5.) What would Paul most like to see change in the LP ecosystem? What was the affect of Accel's Facebook fund on the LP community? Why is that such a problem? Items Mentioned In Today's Episode: Paul's Fave Blog: Matt Ocko Paul's Fave Book: The New Thought Police Paul's Most Recent Investment: Cleanify As always you can follow The Twenty Minute VC, Harry and Paul on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Rick Marini is a serial entrepreneur and angel investor with over 45 investments in early stage startups. Some of Rick's investments include the likes of Snapchat, AngelList, Luxe and Nuzzel, just to name a few. Prior to his prolific angel investing career, Rick was the Founder & CEO of BranchOut - the largest professional network leveraging the social graph with more than 800 million profiles. BranchOut raised $49 million in funding from Accel Partners, Redpoint Ventures, Mayfield Fund and more. BranchOut was acquired in 2014 by One-Page. Previously, Rick was also the Founder & CEO of Talk.co. Talk.co was acquired in 2014 by Hearst Corporation. Prior to BranchOut and Talk.co, Rick was the Co-Founder, of Tickle. Tickle operated as a profitable company with almost $40 million of revenue. Tickle was acquired in 2004 by Monster Worldwide for $100 million. In Today's Episode You Will Learn: 1.) How Rick made his way into early stage investing from founding and exiting 4 companies? 2.) What is Rick's approach to pre-investment value add? Should investors hold it back and wait until the term sheet is signed? What have been some of Rick's biggest lessons from Naval @ AngelList? 3.) Naval Ravikant says, 'you need to make 30 investments before you know what you are doing'. Does Rick agree with this and can this be applied to the venture ecosystem? 4.) How does Rick approach the common angel problem of dilution? What are his thoughts on getting squeezed out by VCs and growth investors in later rounds? 5.) How does Rick measure his success and value as an angel? What are Rick's biggest concerns when viewing a prospective investment? Items Mentioned In Today's Episode: Rick's Fave Blog: Mattermark Daily Rick's Fave Book: Hero With A Thousand Faces Rick's Most Recent Investment: True Facet As always you can follow The Twenty Minute VC, Harry and Rick on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Jay Desai is Co-Founder and CEO of PatientPing, a company that connects health care providers across the country with real-time notifications to seamlessly coordinate patient care. They have raised funding from some of the best in the world including Google Ventures, First Round Capital and SV Angel. Prior to co-founding PatientPing, Jay worked at the Center for Medicare and Medicaid Innovation where he helped design and implement ACO, Bundled Payment, and other innovative payment models funded by the Affordable Care Act. Jay's previous experience includes Triad Isotopes, Parthenon Capital, and Lehman Brothers. In Today's Episode You Will Learn: 1.) How Jay came to found PatientPing? What was the a-ha moment for him? 2.) How does Jay assess the chemistry and alignment of VCs and their portfolio founders? How can founders detect if the VC is right for them? 3.) We always hear the importance of focus. How does Jay decide the single most important thing? Does this vary with stage and size? How does Jay look to balance such focus with a broader vision for the company? 4.) How important is internal entrepreneurialism for Jay? How does that play out in his management style? What boundaries need to be set? Does Jay agree with Suster, 'constraint enforces creativity'. 5.) Why does Jay have not internal budgets at PatientPing? What are the benefits? How does that affect the team's approach to spending, responsibility and accountability? Items Mentioned In Today's Episode: Jay's Fave Blog: The Morning Consult Jay's Fave Book: Pastoralia As always you can follow The Twenty Minute VC, Harry and Jay on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.

Rudina Seseri is Founder and Managing Partner of Glasswing Ventures, Boston's own AI focussed fund. Prior to Glasswing, Rudina was a Partner at Fairhaven Capital, sering as lead investor and Director on the Boards of Celtra, CrowdTwist, Jibo, SocialFlow and Statisfy. Before Fairhaven, she was a Senior Manager in the Corporate Development Group at Microsoft where she was responsible for sourcing, structuring, and negotiating Microsoft's acquisitions and strategic investments. Rudina has served as Entrepreneur-In-Residence for Harvard Business School for 4 consecutive years and is an advisor for L'Oréal USA Women in Digital. In Today's Episode You Will Learn: 1.) How Rudina made her way from Microsoft into VC with Fairhaven and then Glasswing? 2.) Why is now the time for an AI fund? What technological advances have happened to allow narrow artificial intelligence to come to the foreground in such a prominent way? 3.) Does the potential incumbency advantage in AI concern Rudina? How can founders look to mitigate this and gain access to substantial data sets? 4.) In terms of disruption cycles, where does Rudina believe we are in current cycles? How does this affect adoption cycles of technology? Why will this be the fastest ever? 5.) Predictions: How long till artificial super intelligence comes to the forefront? How long until mass adoption of driverless cars? Will this be a winner take all market? Items Mentioned In Today's Episode: Rudina's Fave Blog: Paris 1919 Rudina's Fave Book: Wait But Why As always you can follow The Twenty Minute VC, Harry and Rudina on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Twenty Minute VC is proudly sponsored by Luma, Luma is the world's first ever Surround WiFi system that brings speed, security and control to the home network. And Unlike traditional routers, Luma comes in a pack of two or three sleek devices to place in different rooms in your home. Luma then creates a mesh network that work together to create an outrageously-fast, ultra-secure Surround WiFi network. Lastly, Luma's app lets you easily see and control which devices, users and content are on your network. To buy your Luma, simply dead to getluma.com or amazon.com. So many problems start with your head: stress, depression, anxiety, fear of the future. What if there was some kind of exercise you could do, that would help you get your head in shape. That's where the Headspace app comes in. Headspace is meditation made simple. The Headspace app provides guided meditations you can use whenever you want, wherever you want, on your phone, computer or tablet. They have sessions focused on everything from dealing with stress and depression, to helping you eat more mindfully. So download the Headspace app and start your journey towards a happier, healthier life. Learn more at headspace.com/20vc. That's headspace.com/20vc.