
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
1,461 episodes — Page 5 of 30

20VC: Deepseek Special: Is Deepseek a Weapon of the CCP | How Should OpenAI and the US Government Respond | Why $500BN for Stargate is Not Enough | The Future of Inference, NVIDIA and Foundation Models with Jonathan Ross @ Groq
Jonathan Ross is the Co-Founder and CEO of Groq, providing fast AI inference. Prior to founding Groq, Jonathan started Google's TPU effort where he designed and implemented the core elements of the original chip. Jonathan then joined Google X's Rapid Eval Team, the initial stage of the famed "Moonshots factory," where he devised and incubated new Bets (Units) for Alphabet. The 10 Most Important Questions on Deepseek: How did Deepseek innovate in a way that no other model provider has done? Do we believe that they only spent $6M to train R1? Should we doubt their claims on limited H100 usage? Is Josh Kushner right that this is a potential violation of US export laws? Is Deepseek an instrument used by the CCP to acquire US consumer data? How does Deepseek being open-source change the nature of this discussion? What should OpenAI do now? What should they not do? Does Deepseek hurt or help Meta who already have their open-source efforts with Lama? Will this market follow Satya Nadella's suggestion of Jevon's Paradox? How much more efficient will foundation models become? What does this mean for the $500BN Stargate project announced last week?

20Sales: Why Every Sales Rep Should Do Pipeline Generation & How to Teach Them | Verticalised Sales Playbooks: When and How | How the Best Sales Reps and Leaders Structure Their Time with Carlos Delatorre, CRO @ Harness
Carlos Delatorre is one of the legendary go-to-market leaders of the last 20 years. Today, Carlos is the Chief Revenue Officer (CRO) at Harness, where he oversees global sales and go-to-market (GTM) operations. Before Harness, Carlos was the CRO @ MongoDB and Navan. Carlos is also an investor with a portfolio including the likes of Modern Treasury and Starburst to name a few. In Today's Sales Masterclass We Discuss: 03:48 The Art and Science of Sales 04:42 How to Hire Sales Talent 06:26 How to Build a Sales Team 15:28 Why Every Sales Rep Should do Pipeline Generation 19:45 How the Best Reps to Pipeline Generation 21:34 Biggest challenges of Pipeline Generation 22:44 Pipeline Generation Success Stories 34:59 Sales Metrics and Conversion Rates 35:32 Customer Acquisition Strategies 37:17 Evaluating Sales Performance 39:14 Effective Sales Training 43:10 Pipeline Generation and Deal Reviews 45:05 Maintaining Sales Team Morale 46:20 Verticalized Sales Playbooks 48:37 Addressing SaaS Churn Rates 49:49 Discounting and Deal Slippage 52:02 Transitioning to CEO Role 54:15 Hiring Mistakes and Sales Rep Evolution 57:03 In-Person vs. Remote Sales Teams 57:55 Account Management Strategies 01:02:47 Creative Sales Tactics 01:04:12 Final Advice for Sales Leaders 01:04:46 Adapting Sales Strategies During Crisis

20VC: Why All AI Companies Are Under-Valued | The Future of Foundation Models: Scaling Laws, Generalised vs Specialised, Commoditised? | From Unable to Afford Rent to Raising $130M From Index and Peter Thiel with George Sivulka @ Hebbia
George Sivulka is the founder and CEO of Hebbia, is one of the fastest-growing gen AI companies and they recently raised a $130M series B. Investors include the company include hailed names such as a16z, Peter Thiel, Index, GV and others. In Today's Episode with George Sivulka We Discuss: 04:47 Three Traits The Best Founders All Share? 08:11 How Cold Calling NASA Changed My Life 12:01 From Stealing Food From Stanford to Pitching Peter Thiel 17:22 Lessons working with Peter Thiel 26:39 The Future of AI and Business Applications 33:03 The Future of Employment with AI 33:45 Debunking the Myths of AI Job Displacement 35:09 The Future of Models: Many specialised or few generalised? 35:56 Scaling at Inference: A New Frontier 38:10 The Impact of Scaling Laws on Foundation Models 40:40 The Future of AI and Enterprise Value 43:43 The Geopolitical Influence on AI 45:03 The Commoditization of AI Models 47:47 Why Foundation Models Will Not Follow the Same Path of Cloud 52:53 Why All Companies, Both AI and Non-AI Are Undervalued

20VC: Why Large Seed Rounds Increase the Chances of Success | When to Sell in Venture | Why Multi-Stage Firms Do Not Do The Work | Is Europe Totally F****** and Why AI Means London Can Compete with the US with Hussein Kanji
Hussein Kanji is the Founder and Managing Partner of Hoxton Ventures, one of Europe's leading early-stage firms with mega wins in the form of Darktrace and Deliveroo. Hussein cut his teeth in venture at Accel Partners in his early years. In Today's Episode with Hussein Kanji We Discuss: 1. How to Raise a Fund: What are Hussein's biggest lessons from his first fund taking 39 months to raise? Why does Hussein believe you should fundraise for a set amount of time and not to achieve a certain amount of capital? Does Hussein believe governments should be investing in venture funds? What are the biggest mistakes Hussein sees emerging managers make when raising? 2. How to 10x a Fund: What is Hussein's formula for knowing when to sell an investment? How did Hussein miss out on making $400M in Darktrace? What did he learn from it? How much money did Hoxton make from Deliveroo? How did doing 37x on Deliveroo impact how Hussein invests today? 3. How to Build a Team in Venture: Why does Hussein believe the incentive mechanism for young VCs is broken? Why do they just want to get cash out the door and not worry about quality? Why is it hard to hire female partners today? What needs to happen for this to change? What are the single biggest ways that venture partnerships break down? What went wrong between Hussein and his partner, Rob? 4. Is Europe Totally F*******: Why does Hussein believe small seed rounds are a massive problem in the UK? Why does Hussein believe the dire state of the London Stock Exchange is not a problem? Why does Hussein advise companies that the best way to scale is in the US? What advice would Hussein give to Keir Starmer on how to stimulate growth in the UK? Why does AI mean that the UK can now compete with the US?

20VC: Monday.com: Scaling from $6M to $120M in ARR in 3 Years | How Monday Have Built the Best Performance Marketing Engine in SaaS | Going Upmarket, International and Multi-Product; The Biggest Lessons and Mistakes with Eran Zinman
The story of Monday.com is insane, turned down by most VCs, then scaled from $6M to $120M ARR in just three years. Today the company is public with a market cap of $12BN. Joining us in the hotseat today is Monday's Co-Founder and CEO, Eran Zinman. In Today's Episode with Eran Zinman We Discuss: 03:03 The Role of Video Games in Founders' Success 04:12 The Fail That Taught a $10BN Founder Everything 09:40 Pivoting to a $12BN Company: How, When and Advice on Pivots 14:15 Why 99% of Investors Turned Monday Down: Fundraising Lessons 17:05 Building a Performance Marketing Engine 21:25 How to Scale ACV and Move Upmarket 28:54 What Have Been the Most Effective Marketing Strategies 29:08 How Have Monday Been So Successful with Youtube Ads? 29:43 Biggest Challenges and Lessons in Channel Spend 30:50 Building a Multi-Product Strategy: The Rise of Monday CRM 34:37 Competing in the SaaS Market: Is Competition Good? 39:30 The IPO Journey: Why Then? Pros and Cons of Being Public? 42:38 How a Co-CEO Structure Works 43:55 How to Manage a Board 45:04 Quick-Fire Q&A

20VC: Why Scaling Laws Will Not Continue | OpenAI vs Anthropic vs X.ai: Who Wins and Why | How Far Will Model Providers Go Into the Application Layer | The End State for Models: Many Specialised or Few Generalised with Victor Riparbelli @ Synthesia
Victor Riparbelli is the CEO and Co-founder of Synthesia, the world's leading AI video communications platform for enterprises. To date, Victor has raised over $250M from Accel, GV, NEA, and more. More than 1,000,000 users and 55,000 businesses, including 60% of the Fortune 100, use it to communicate efficiently and share knowledge at scale using AI avatars. In Today's Episode with Victor Riperbelli: 1. The Future of Models: Are we seeing the commoditisation of models? Will scaling laws continue to prove out? How far into the application layer will model providers go? Will we see a world of few large generalist models or many fragmented smaller models? X.ai, Anthropic, or OpenAI? Which would Victor most want to invest in and why? 2. The Future of Content: What will the future of content look like? In 5 years time will we have more AI or human made content? What will be the future of distribution for content? Why is TikTok the future for content distribution? How does Victor think about the future of identity verification? What is the right approach? What does everyone think will happen in the future with content that will never happen? 3. Startup Rules That are BS: Why does Victor believe it is total BS to say you have to be the first to a market? Why does Victor believe the speed of execution religion is BS? Why does Victor believe that London and Europe is a great place to start a startup? Does Victor believe Americans work harder than Europeans? Why does Victor believe Europeans are more loyal to their companies?

20VC: Shervin Pishevar on The Epic Uber War and What Really Happened in the Firing of Travis Kalanick | Raising $15BN to Win China | Why The Traditional Venture Capital Model is Dead | The Future of Quantum and How We Will Cure All Diseases in 10 Years
Shervin Pishevar is a serial entrepreneur and investor. Shervin is famed for leading Uber's Series B at Menlo alongside leading Warby Parker's Series A and investing in Tumblr, all in just 18 months at Menlo. Following Menlo, Shervin co-founded Sherpa Capital and today Shervin is averaging over 73x on his investments. As an angel investor, Shervin made over 100 investments in the likes of Dollar Shave Club, Postmates, Facebook and more. In Today's Episode with Shervin Pishevar: 08:09 Meeting Travis Kalanick: The Start of a Game-Changing Partnership 11:08 The Uber Series B: Securing a Billion-Dollar Deal 12:49 The Rise of Uber: Global Expansion and Strategic Moves 19:01 The Lyft Rivalry: Missed Opportunities and Lessons Learned 20:57 Recruiting Emil Michael: Building a Strong Leadership Team 24:29 Uber China: The Challenges and Triumphs 27:19 The $15 Billion Raise: Fueling Uber's Global Dominance 30:57 The Beginning of the End: Betrayal by Benchmark 35:33 Sam Altman's Coup and Lessons from the Past 36:22 The Uber War: Legal Battles and Boardroom Drama 37:36 Fusion GPS and Fabricated Reports 39:43 The Me Too Movement and Its Impact 40:51 The SoftBank Investment and Leadership Changes 41:29 The Downfall of Uber's Visionaries 51:09 The Future of Venture Capital 57:01 Quantum Computing and AI: The Next Frontier

20VC: The Future of Foundation Models | The Future of AI Consumer Apps and Why OpenAI Did a Disservice to Them | The Future of Music: Spotify vs YouTube & Spotify vs TikTok: What Happens with Mikey Shulman @ Suno
Mikey Shulman is the Co-Founder and CEO of Suno, the leading music AI company. Suno lets everyone make and share music. Mikey has raised over $125M for the company from the likes of Lightspeed, Founder Collective and Nat Friedman and Daniel Gross. Prior to founding Suno, Mikey was the first machine learning engineer and head of machine learning at Kensho technologies, which was acquired by S&P Global for over $500 million. In Today's Episode with Mikey Shulman: 1. The Future of Models: Who wins the future of models? Anthropic, OpenAI or X? Will we live in a world of many smaller models? When does it make sense for specialised vs generalised models? Does Mikey believe we will continue to see the benefits of scaling laws? 2. The Future of UI and Consumer Apps: Why does Mikey believe that OpenAI did AI consumer companies a massive disservice? Why does Mikey believe consumers will not choose their model or pay for a superior model in the future? Why does Mikey believe that good taste is more important than good skills? Why does Mikey argue physicists and economists make the best ML engineers? 3. The Future of Music: What is going on with Suno's lawsuit against some of the biggest labels in music? How does Mikey see the future of music discovery? How does Mikey see the battle between Spotify and YouTube playing out? How does Mikey see the battle between TikTok and Spotify playing out?

20VC: Carvana: The Most Wild Story in Public Markets: From $60BN to $400M and Back to $40BN | The Biggest Opportunities, Mistakes and Challenges Ahead for One of the Public Market's Only 100x Investments
Carvana is one of the most wild stories in the public markets. The company IPO'd with a market cap of $2BN before skyrocketing to $60BN, only for the company to lose 99% of it's value hitting a bottom of $400M market cap. Today the company is stronger than ever and with a market cap of $41BN. Joining us in the hotseat is Dan Gill, Carvana's CPO, the man who oversees all technology functions, as well as strategic partnerships for the business. In Today's Episode with Dan Gill We Discuss: From $60BN to $400M Market Cap: What did Carvana do that Dan wishes they had not done? What did Carvana not do that Dan wishes they had done? How do you maintain morale in a team when the company has lost 99% of it's value? From $400M Back to $40BN Market Cap: What have been the core needle movers in Carvana's market cap surging? How does the Carvana business model benefit from economies of scale? How does vertical integration of the different products Carvana sells change the margin structure of the business? The Future of Carvana: Why does Dan believe there is a massive market for Cavana in selling new cars? Why does Dan want to move into the peer to peer market, a market where so many before have failed? Why does Dan think Carvana should sell Chinese cars on the platform if American citizens want to buy them? What revenue line does Carvana not have today that Dan believes will be the biggest in 10 years time? Product Advice, North Star Metrics, Idea Selection: What is the product advice that Dan gives more than any other? How does Dan advise startup founders on how to know they have the right north star metric? What is his framework? How does Dan advise founders on how to select the right idea to work on? What is Dan's prioritisation framework for if an idea will have a larger enough impact and is therefore worthy of being worked on?

20VC: How To Do a 10x Seed Fund in 2025 | Three Frameworks to Evaluate Startups an Founders | Lessons from Losing Billions Missing Airbnb and Pinterest & Investing Lessons from Charlie Munger with Mike Maples @ Floodgate
Mike Maples is one of the OG seed investors of the last two decades. As a co-founding Partner at Floodgate, Mike has been on the Forbes Midas List eight times in the last decade. Some of Mike's investments include Twitter, Twitch.tv, Clover Health, Okta, Outreach, Chegg, Demandforce, and Applied Intuition. In Today's Episode with Mike Maples We Discuss: 04:02 Does Seed Even Make Sense as an Asset Class? 05:16 Fund Size and Strategy: How to Do a 10x Fund? 08:12 Follow-On Investments: Are they BS? 16:41 Finding Inefficiencies in the Market 26:31 Exit Strategies and Liquidity Events: When to Sell? 35:14 How Floodgate Lost Billions Missing Airbnb and Pinterest 35:43 3 Frameworks for Evaluating Startups 36:23 Case Studies: Zoom and Okta 43:34 How to Truly Analyse Product-Market Fit 45:22 Challenges with Overfunding Startups 50:02 2024 in Review: Company and Fund of the Year 54:25 Predictions for 2025

20Sales: Rippling's CRO on Why Founders Should Not Create Sales Playbooks | Why Discounting is BS and How to Create Urgency in Deals | The Biggest Lessons on Pricing and How to Win the Pricing Game with Matt Plank
Matt Plank is Rippling's Chief Revenue Officer where he oversees all Sales and Account Management functions in the US and Internationally. Matt joined Rippling in the very early days when Parker Conrad (founder) was building V1 in a basement with $0 in revenue. Today the company is a market leader with 100s of $Ms in ARR. Prior to Rippling, Matt was a Sales Director @ Zenefits where he helped the company scale to $70M in ARR. In Today's Show with Matt Plank We Discuss: 08:25 Challenges and Strategies in Outbound Sales 10:29 Building Effective Sales and Marketing Partnerships 13:37 Founders and Sales Playbooks: Who Should Create Them? 20:45 Pricing Strategies and Customer Success 24:43 Discounting and Urgency in Sales 33:57 Building Relationships for Successful Deals 34:22 Effective Deal Reviews: Asking the Right Questions 35:30 Pipeline Reviews: Frequency and Participants 35:59 Handling Deal Slippage: Acceptable vs. Non-Acceptable Reasons 39:17 Maintaining Morale in Volatile Times 42:14 Outbound Sales Strategy: Lessons Learned 46:03 Scaling Sales Teams: Hiring and Promoting 47:15 Challenges and Strategies in International Markets 01:00:45 Signs of Scaling Issues in Sales Leadership

20VC: UiPath's Daniel Dines on Why Agents Do Not Mean RPA is F***** | Why We Have Reached the Upper End of Scaling Laws | The Future of Work in an Agent World and What Everyone Misunderstands About Enterprise AI
Daniel Dines is the Founder & CEO @ UiPath, one of the most incredible journeys in startups. For 10 years, UiPath was a bootstrapped company that scaled to just $500K in revenue. Then it all changed, product market fit became obvious and the rest is history. The company went on to raise funding from Sequoia, Accel, Kleiner Perkins and more. Today, the company is worth over $10BN, listed on the NASDAQ and does $1BN+ in revenue. In Today's Episode with Daniel Dines We Discuss: 1. The Future of LLMs: Why does Daniel believe that we are at the upper end of scaling laws and more compute will not lead to increased performance? Does Daniel believe we will see a world of many specialised models or fewer generalist models? OpenAI, Anthropic, Xai. Which would Daniel most want to invest in? Why them? 2. Is RPA F******* in a World of Agents: What is the core difference between RPA and agents? How do the tasks they complete differ? Why must we have a neutral meta layer coordinating RPA processes and agents? Why will siloed applications like Salesforce be unable to expand beyond their initial function? Why does Daniel believe that agents will not complete tasks but make recommendations? 3. The Future of Work: WTF Happens with Agents: How long will it be before agents are fully utilised in the enterprise? What is the role of the human in a world of agents? What are the single biggest concerns of enterprises considering implementing agents in their companies? Why has GenAI not been successful in enterprise so far? Will this change? 4. Daniel Dines: The Billionaire Behind the Brand: How does Daniel deal with the loneliness of being CEO? What problem did Daniel struggle with for much of his twenties and thirties? How did he overcome it? Why does Daniel fear that he is becoming more and more disconnected? Why does Daniel believe 1-1s are BS? What is Daniel's single biggest advice to a new parent today?

20VC: Reid Hoffman on The Trump Administration | Elon Musk and DOGE | The US Defence Budget, NATO and The War in Ukraine | China, Tariffs and TikTok | The Future of Chips, Nuclear Energy, Quantum Computing and Climate
Reid Hoffman is one of the most impactful people in technology and startups. As a Founder he founded Paypal and Linkedin before moving to the investing side where he has led deals in Facebook, Airbnb and more. In Today's Episode with Reid Hoffman We Discuss: 1. China and Tariffs: Should the US ban Tiktok and other Chinese companies, given China banning US companies presence in their country? How does Reid evaluate the rise of the Chinese car industry? What are his concerns? How does Reid hope Trump uses tariffs to advantage the US position? What is Reid concerned about what Trump could do with tariffs? What would be bad? 2. Elon Musk and DOGE: What impact will Elon Musk have on the future of AI in America? Why does Reid believe that it is impossible for DOGE to achieve it's targets? What should Elon must be given credit for? What does he not deserve credit for? What are Elon's greatest strengths? What are his greatest weaknesses? 3. The US Defence Budget and Ukraine: Why does Reid believe that the US should reduce their defence budget? Does Reid believe the US should continue to finance the war in Ukraine? Should the US continue to subsidise NATO's lack of defence spending? 4. NVIDIA and The Future of Chips: Will NVIDIA be able to sustain their monopoly? What is the biggest threat to their position? Should both the US and Europe have their own chip sovereignty? How does Reid evaluate potential conflict between China and Taiwan impacting chip supply? 5. Nuclear, Quantum and Climate: Why does Reid believe nuclear fusion can solve climate change? Does Reid believe that with the rise of global conflict and AI, the importance of climate change is reduced in the attention of the world? Why does Reid believe that AI does more to help than harm climate change? Why is Reid so excited for a future with quantum computing? What are the biggest dangers of quantum that we need to be mindful of?

20Growth: How to Scale to $30M ARR Bootstrapped through Content and Brand | The Ultimate Equation to Success in Sales and Why Most Founders Suck at Sales | Why You Should Overpay People and What That Means with Guillaume Moubeche @ Lempire
Guillaume Moubeche is the Founder of Lempire, a company he has bootstrapped in the most competitive market in technology and scaled to a staggering $30M in ARR. Guillaume has never raised primary funding for the business but sold $10M of secondary at a $150M valuation. Guillaume is also an angel investor and and best selling author. In Today's Episode with Guillaume Moubeche: 1. How to Build a Sales Machine: What is the biggest mistake founders make when crafting their ideal customer profile? What are Guillaume's biggest lessons in scaling from $0-$1M in ARR? Why are most founders afraid to sell? What can they do to overcome this? What is the ultimate equation to success in sales? 2. How to Build a Content Machine: How does Guillaume come up with ideas for new content? How does he structure his content creation time? How does Guillaume advise founders on which platform and content type they should focus on? What are the biggest mistakes they make? How does Guillaume think about content repackaging and reposting? What have been some of the biggest lessons in how to get the max out of existing content? 3. How to Build a Hiring Machine: Why does Guillaume think you should pay people well above market rate? What does it allow you to do as their employer? Why does Guillaume think in 90% of times, more people equals more problems? What have been Guillaume's biggest hiring mistakes? What did he learn? 4. Making $10M, Ironman and Family: How does Guillaume reflect on his own relationship to money? How has it changed post making $10M? Why does Guillaume believe that endurance sports makes for better entrepreneurs? When asked if all the sacrifices were worth it, how does Guillaume respond? What does his life not have yet that he would most like?

20VC: The Future of War: Are We Ready & What Needs to Be Done | China, Russia and Trump: What Happens Now | Raising $828M to Build the Defence Champion of Europe | Torsten Reil, Co-Founder @ Helsing
Torsten Reil is the Co-Founder and Co-CEO of Helsing, a new type of defence company providing artificial intelligence to protect our democracies. Torsten has raised over $825M from the likes of Prima Materia, Elad Gil, Accel and General Catalyst. Previously Torsten founded NaturalMotion, one of the UK's most successful games and technology start-ups. Torsten was named as one of MIT's Top 100 Innovators and is a member of the Munich Security Conference Innovation Board. In Today's Episode with Torsten Reil We Discuss: 1. The World Around Us: China, Russia and Trump: What will happen between China and Taiwan? What will happen between Russia and Ukraine? How will a Trump administration impact the US' commitment to fund European defence? What conflict do people not pay enough attention to in the world today? 2. Are We Ready and What Needs to Be Done: Are the west ready to fight against our adversaries as we stand today? What do we need to do to equip ourselves? What needs to change in our defence budgets? Where do they need to go? How does the procurement process for defence need to change? 3. The Future of War: Why does Torsten believe the future of war is contactless? In the next wave of defence, what are the most important elements for allies to own? What elements concern Torsten the most? What role does AI and autonomous play in the future of war? 4. Is Europe F********: Why does Torsten believe that Europe's biggest problem is ambition not capital? Why does Torsten believ that we put too much weight on the location in which companies are founded? Why does it not matter? How does Torsten respond to the statement that we do not have the depth of experienced talent in Europe to recruit?

20VC: Salesforce Founder Marc Benioff on The Future of LLMs | The Future of Agents | The Future of Labour | Management Lessons from Steve Jobs
Marc Benioff is one of the iconic founders and visionaries of our time. From the founding of Salesforce 25 years ago, Marc has in many ways created an entire industry. He has scaled the company to a market cap of $346BN, $38BN in revenue and over 72,000 employees. Ask Me Anything with Marc Benioff: The Future of Models: Why does Marc believe we are at the upper end of LLMs and they are commoditising? Why does Marc believe the future of models is many smaller, verticalised models specialised in different areas? OpenAI vs Anthropic vs Xai. Which would Marc buy and which would he short? What is the single biggest barrier to Salesforce winning the AI war in the next 10 years? The Future of Agents: What does Salesforce need to do to prevent becoming a database in the next generation of AI? To what extent do agents hurt vs help Salesforce? What do very few people understand about agents that is very important? The Future of Labour: Will Salesforce replace it's human labour with digital labour? Will Salesforce be bigger or smaller in 10 years time, people wise? Why does Marc believe that layoffs are a crucial tool for CEOs to win? How will a future of digital labour change the pricing model of SaaS tools today? Management Lessons from Marc Benioff: How did one meeting with Steve Jobs change how Marc views leadership? How does Marc analyse the required mindset to win as a CEO today? What has Marc changed his mind on most in the last 12 months?

20VC: From Unsexy Startup to $1.8BN Acquisition | Why VCs and Founders are Fundamentally Misaligned | Why Valuations and Fundraising are BS | Lessons from Josh Kushner and Marc Andreesen | Zac Bookman, OpenGov
Zachary Bookman is Co-Founder and CEO of OpenGov, the GovTech cloud software leader that was acquired for a staggering $1.8BN earlier this year. Prior to acquisition, Zac raised over $180M from some of the best of the best including Marc Andreesen, Josh Kushner, Joe Lonsdale and Founder Collective to name a few. Zac is also a successful angel investor with investments in Flexport, Flock Safety and Addepar. In Today's Show with Zac Bookman We Discuss: 04:27 Navigating Enterprise Sales and Pricing Strategies 07:49 The Importance of High Gross Retention in SaaS 11:03 Investor Relations and the Power Law in Venture Capital 14:32 WTF is Product Market Fit 18:14 What No One Knows About M&A 20:05 Fundraising Challenges and Lessons Learned 32:51 What Marc Andreesen Taught Me About Boards 34:18 Why Founders and Investors are Misaligned 35:29 The OpenGov Acquisition: Selling for $1.8BN 37:22 What Does It Feel Like to Sell for $1.8BN 43:58 Why Venture Capital is a S*** Asset Class 45:13 Investment Mistakes and Lessons 01:02:05 The Importance of In-Person Collaboration

20VC: Revolut Founder Nik Storonsky on When and Where Revolut Will IPO & What Revolut Need to Do to Hit $100BN Valuation
Nik Storonsky is the Co-Founder and CEO of Revolut, one of the fastest-growing companies in the world with a $45BN valuation and 50M customers around the world. In July 2024, Revolut posted a whopping $2.2BN in revenue with $545M in pre-tax profit in 2023. To date, Nik has raised $1.8BN for the company from the likes of Index, Balderton, Ribbit, DST and TCV. In Today's Show with Nik Storonsky We Discuss: 1. When & Where Will Revolut IPO: What does Revolut need to do or change before they are ready to go public? When would Nik like for Revolut to go public? When they do go public, where would Nik list? Would it be in London? How does Nik respond to claims that he has moved to Dubai for tax reasons? 2. What Revolut Needs to Achieve to Hit $100BN: Why has no challenger bank won the US market yet? What will Revolut do differently to allow them to win the US market? What market share will Revolut have in Europe in 3 years time? What line of the business that does not exist today, will be the biggest in 5 years time? 3. How to Build an Execution Machine: Why does Nik believe the biggest mistake he made was hiring senior managers? What have been Nik's biggest lessons on how to hire for roles you have never hired for before? What works? What does not? How does Nik retain insane velocity of execution at scale? How does Nik bucket people into three different buckets? What does each bucket mean for the type of work they do and the expectations placed on them? 4. How Revolut Tests New Products: How does Revolut use a portfolio approach to test new product ideas? How are teams for new ideas structured? What roles do they have? How much time and resources are they given? What is the tracking process to determine the success of new products? What % of new products do succeed and progress to the core app? Which product did Nik think would be massive but turned out to be a flop? What did Nik not expect to be massive and turned out to be mega hit? 5. The UK and Europe: Are We F******: The Chancellor has said we will have no growth in the UK for the next 3 years. How does it feel for Nik to grow Revolut in this environment? If Nik could advise Keir Starmer on how to turn the UK around, what would he say? Why does Nik believe the US has created so many more $100BN companies? Why does Nik believe that work/life imbalance is the secret to success and happiness?

20VC: Grindr: The Most Insane Story in Startups | How the Chinese Bought and Lost Grindr | The Successful IPO with $300M Revenues and 40% EBITDA Margins | How Grindr Built a Free Cash Flow Machine
George Arison is the CEO of Grindr. The app that results in 40% of lesbian and gay marriages, the average user uses the app for 1 hour per day and sends more messages on Grindr than they do Whatsapp. The company will do over $300M in revenue in 2024 with a 40% EBITDA margin. One of the insane public company success stories. Prior to Grindr, George was the Founder and CEO of Shift, which he took public in 2020. In Today's Episode with George Arison We Discuss: 1. Wild Story of How the Chinese Bought and Lost Grindr: How did the Chinese come to buy Grindr and then fire the founder? Why did the US government force the sale of the company from the Chinese? What happened when the whole development team was in Taiwan and then resigned overnight? George got the CEO role in Sept and the company went public in Oct. How did that all happen so fast? 2. How Grindr is a Free Cash Flow Machine: What are the three core ways that Grindr is able to print money with a 40% EBITDA margin? Why does Grindr not spend any money on marketing or customer acquisition? Why does George think that most companies have way too many people? Why does George believe that most startups are very badly managed? What will Grindr do with the insane amount of free cash flow the company is producing? 3. Lessons Building Grindr to $300M in Revenue: What has George done with Grindr that he wishes he had not done? What has he not done that he wishes he had done? Why does George not make political statements today? Does George think we have freedom of speech when CEOs face such repercussions for political views? What does Wall St not understand about Grindr that it really should understand?

20Product: Is an AI Winter Approaching | The Future of AI Software Development: What is Real & What is BS | OpenAI: WTF is Going on & How Far Into Application Layer Do They Go | The Future Role of Software Engineers with Guy Podjarny
Guy Podjarny founded Tessl, Snyk and Blaze. Tessl is reimagining software development for the AI era and shaping AI Native Development. Snyk created and leads the Developer Security category, and is now a multi-billion dollar company with over 1,000 employees. Guy was previously CTO at Akamai (following its acquisition of Blaze), is an active angel investor, and co-hosts of the AI Native Dev podcast. In Today's Episode with Guy Podjarny We Discuss: 03:02 Discussion on NVIDIA's Market Position 04:14 Will We See a Trough of Disillusionment in AI 07:36 The Future of AI Development and Specialized Models 10:17 Challenges and Opportunities in AI Dev Tools 17:41 Concerns About Closed vs. Open Development Platforms 21:27 Speculations on AI's Role in Application Layers 24:40 Google's Competitive Edge 25:28 IPO and M&A in the Trump Era 26:45 The Future Role of Software Developers 32:20 Security Challenges in AI Development 33:41 Spicy Questions and Charity Donations 36:05 Quickfire Round: Insights and Advice

20VC: Why Price Sensitivity is BS | Why "Portfolios" are Merely a Construct to Make LPs Happy | Why the Best Investment Never Happen in "Fundraising Rounds" | What Europe Needs to do to Become a Superpower Again | Klaus Hommels, Lakestar
Klaus Hommels is one of Europe's leading start investors of the last decade with a portfolio including the likes of Spotify, Airbnb, Facebook, Coinbase, Revolut and more. Among his many responsibilities, Klaus is the Founder of Lakestar, his own venture fund and chairs the board of directors of the NATO Innovation Fund. In Today's Episode with Klaus Hommels We Discuss: 1. The Investing Rules that are BS: Why does Klaus totally reject the idea of price sensitivity? Why does Klaus hate the idea of "building portfolios"? Why does Klaus believe the best investments are made when there is not a fundraising round in motion? Why does Klaus believe that capital concentration limits on a per company basis are BS? How concentrated is Klaus happy to be? 2. Europe: What The F*** is Going On: Why is Europe underfinancing innovation by a factor of eight? Why is Europe unable to send satellites into space for six years? What should Europe do to become a global superpower once again? What needs to change? Why should European pension funds be forced to invest in venture capital? 3. The Stories Behind the $BN Returns: How did a dinner with Klaus' son lead to his investing in Revolut? How did Klaus analysis of Friendster and MySpace lead to his buying Matt Cohler @ Benchmark's Facebook shares? How did a small investment in a Swedish company, Stardoll, lead to Klaus investing in the seed round of Spotify? How did a conversation with Madonna's manager lead to Klaus investing in Airbnb?

20VC: Discord's Jason Citron on Why Everything We are Taught About Hiring & Management is BS | Do Richer Founders & Gamer Founders Make Better Founders? | Never Before Told Moments Behind Scaling to 200M Users
Jason Citron is the Co-Founder and CEO of Discord, a voice, video and text platform for friends playing games. Jason has raised $1BN for the company and was able to scale to 200M users. Prior to co-founding Discord, Jason founded OpenFeint, the biggest social mobile gaming platform, which sold to GREE in 2011 for $104 million. In Today's Episode with Jason Citron We Discuss: 1. Leadership Lessons That are Total BS: Hiring: Why does Jason believe hiring experienced executives is the worst thing you can do for your company? What did he learn by doing it? Culture: Why does Jason believe that empowerment and alignment are total BS? How does Jason empower people when they are told what to do vs choose what to do? Strategy: What does Jason believe is the most effective way to drive and implement the strategy? 2. The Untold Moments Behind Scaling to 200M Users: Why did Jason offer to give investors their money back at one point? What was the hardest round to raise and why? Why did Jason turn down the chance to sell to Microsoft for $12BN? What one single change in how Jason communicated with the first 100 users changed the trajectory of the entire company? What do most founders think they know about product market fit that they do not? 3. The Makings of a Unicorn Founder: Does Jason believe that richer founders make better founders? Why does Jason believe that entrepreneurs who play video games have a higher chance of being successful in the future? What single trait does Jason believe he has that has made him such a successful founder? Does Jason ever have imposter syndrome? When?

20Sales: What I Learned Scaling Datadog from $60M to $1BN in ARR | How to do Outbound in 2024 | Why Discounting is Dangerous and Contract Sizes are Misleading with Dan Fougere
Dan Fougere is one of the most successful sales leaders of the last decade. Most recently, Dan was Chief Revenue Officer for Datadog, growing revenues from $60 million to $1BN ARR. Before Datadog, Dan was Head of Global Sales at Medallia where he created the Mediallia sales playbook. In addition, Dan is also a minority owner of the New York Yankees. In Today's Episode with Dan Fougere: 1. Lessons Scaling Sales to $1BN in ARR at Datadog: What did Datadog not do that Dan wishes they had of done? What did they not do that Dan wishes they had done? What does Dan know about scaling sales to $1BN in ARR that he wishes he had known at the beginning? What stage of the scaling process was hardest? Why? 2. How to Hire the Best Sales Team: What are the top signals of the best sales candidates? How does Dan structure the interview process for new candidates? How does Dan use tasks and take-home assignments to test candidates? What does Dan think of hiring panels? What are the biggest hiring mistakes Dan has made? What did he learn? 3. Discounting, Logos and Deal Reviews: Is discounting always wrong? How should sales leaders use it? How important is the quality of logo in the early days vs revenue in the door? What is the right way to structure deal reviews? What makes good vs great? Is outbound dead in 2024? Advice to founders on outbound?

20VC: Turning $16.5M into $2.1BN; Lessons from the Greatest Venture Investment in European History: UiPath | Why VC is Not Being Commoditised | Why Price Does Not Matter | Lessons on Loss Ratio, Selling and Signalling with Cem Sertoglu
Cem Sertoglu is one of the great venture investors of the last decade. Cem is famed for writing the first check into UiPath and over several rounds turning $16.5M into $2.1BN. Cem recently started Bek Ventures, a $250M fund that was 3x oversubscribed. In Today's Show with Cem Sertoglu We Discuss: 1. Has Venture Capital Been Commoditised: Why does Cem believe that VC has not been commoditised? Why does Cem believe many VCs today are not even VCs anymore? How does Cem advise founders who have offers from large multi-stage firms? What questions should they ask them pre-working with them? How do the best founders select the VC they choose to work with? 2. Price, Reserves, Loss Ratios: Why does Cem believe that price does not matter? How does Cem approach reserves and reserves management? What does Cem know now about reserves that he wishes he had known when he started investing? Does Cem care about loss ratio? Does he do scenario planning when making investments? 3. Making $2.1BN on UiPath: How did Cem meet Daniel for the first time? Was it obvious he was incredible? Why did they only write a $1M check and not take the whole round with $1.5M? Why did 40 of the best investors in Europe all turn down UiPath for the Series A? What did doing the bridge round for UiPath teach Cem about reserves? When was it obvious UiPath was going to be a mega hit? How did they continue to concentrate capital with each round? When did they first start to sell shares in UiPath? What was their approach to the selldown of their position? When the company IPO'd, how much of it did they have? 4. AMA with One of Europe's Best: Does signalling exist? How does Cem advise founders on this? What has been his biggest loss? How did that change his mindset? What has been Cem's biggest miss? What did he not see? Why does Cem always believe you should manufacture arguments with founders before investing? Why does Cem believe a high GP commit can actually misalign the GP and the LP?

20VC Alain De Botton on Why Companies Are Not Families | Why Status is Making You Miserable | Why Parents Want Their Kids to Fail | Why We Are Richer Yet More Anxious Than Ever & Why You Should Not Always "Be Yourself"
Alain De Botton is one of the greatest philosophers of our time. His work has had a profound impact on me more than any other. I have wanted to do this episode for the last 8 years. In Today's Episode with Alain De Botton We Discuss: 1. Why Status is Making You Miserable: Why are we richer yet more anxious than ever? What is the right way to define status? Why do we want it so much? Is it bad to want status? What are some non-obvious signs that you are seeking status when you do not realise it? Does social media enhance the desire for status? How so? Do the happiest people want status the least? What are Alain's biggest observations in how truly happy people think about status? 2. Why Parents Want You To Fail: Why is the sign of good parenting when your child does not want to be famous? Why do your parents sometimes want you to fail? What should parents do if their child wants to chase an unachievable goal? Why should parents encourage their children to start very early? 3. Why Meritocracy is a Fallacy & Meaningful Work: Why does Alain believe a true meritocracy is an impossible dream? Why is meritocracy a bad thing when taken to the extreme? Why does Alain believe that companies are not families? Why does Alain tell people that they should not bring their full selves to work? 4. WTF is "Meaningful Work": What does it mean to do "meaningful work"? Why do humans need to do "meaningful work" today in a way that we did not many years ago? What are Alain's biggest pieces of advice to young people today, unsure of what they should do with their lives and careers? Why does Alain believe the idea of a "calling" is BS? 5. Ambition, Achievement and Sacrifice: What does Alain mean when he says "you have to tolerate your own averageness"? What does Alain say to the young generation who want work/life balance? What does Alain mean when he said you "cannot be at war with yourself"? Does Alain agree that to achieve you must sacrifice?

20Growth: Inside Perplexity's Growth Machine: What Worked, What Did Not Work | Why Paid Acquisition is a Drug and Brand Marketing is BS | The Good, Bad and Ugly of A/B Tests and Why Micro-Optimisations are Under-Rated with Raman Malik
Raman Malik is the Head of Growth at Perplexity where he is responsible for growth marketing, onboarding, activation, retention, and monetisation. Prior to Perplexity, Raman, was an early member of the growth team at Lyft and joined Perplexity earlier this year after his own startup journey. In Today's Episode with Perplexity's Head of Growth: 1. Inside the Perplexity Growth Machine: What have been the single biggest needle movers in the growth of Perplexity? What has not worked? What have they learned from that? How have partnerships driven growth? Lessons on what makes a good vs bad partnership? Why does Raman think paid acquisition is a drug and Perplexity do not do it? How does Raman advise other founders when it comes to paid acquisition? 2. Acquisition, Retention, Churn: Mastering the Basics: Why does Raman think that brand marketing is BS? When does it become more important? What are the simplest things startups and product teams can do to drive retention up? How do Perplexity count an "engaged user"? What metric suggests they have a retained user? What is the good, the bad and the ugly when it comes to A/B tests? 3. How Perplexity Built a Growth Machine: Why does Raman advise all founders to hire more former founders? How does the way you manage founders turned employees differ from employees who have never been founders? What is the must under appreciated growth channel today that has worked for Perplexity? What growth channel has been the biggest flop for Perplexity? What did Raman learn from losing money on the channel?

20VC: Bolt; The Most Insane Story in Startups | Turning a $5K Loan into an $8BN Company | Why Every VC Turned Down One of Europe's Biggest Winners | Competing with Uber & The Future of Micromobility and Self-Driving
Markus Villig is the Founder and CEO of Bolt, a global mobility platform with more than 200 million lifetime customers in more than 50 countries and 600 cities. Bolt has raised over €1 billion in funding from investors like Sequoia, D1 and G Squared, making Markus the youngest founder of a billion-dollar company in Europe. In Today's Episode with Markus Villig: 1. Starting an $8BN Company: How did Markus come up with the idea for Bolt before Uber existed? How did Markus find his co-founder? Why did 30 people turn down the chance to co-found Bolt? What are Markus' biggest tips on finding a co-founder? How did Markus use a $5K loan from his parents as the pre-seed round? How did Markus get the first riders for Bolt? What worked? What did not work? How did Markus get the first driver for Bolt? What worked? What did not work? 2. Expanding to be a Global Champion: How did Markus expand Bolt to $10M in ARR on just $1M of funding? What did the international expansion playbook look like? What worked? What did not work? How has it changed over time? What one simple change led to their becoming the leader in Africa? What was the best country to launch? What was the worst? What is the most profitable country today? What is the least? 3. The $8BN Company that no VC Wanted to Fund: Why did every large VC in Europe turn down Bolt early on? How did a real estate company in the Baltics save Bolt with lifeline funding? When did Sequoia come into the mix? Does Sequoia move the needle for your company when they invest? How do New York financially driven investors differ to the traditional VC ecosystem? What would Markus most like to change about the world of VC? 4. The Future: Micromobility, Self-Driving Cars, Uber: Will the rise of self-driving cars harm or help companies like Bolt and Uber? What is the future for micromobility? Does it cannibalise the core business for Bolt and Uber? What is Uber better at Bolt doing? What are Uber worse at than Bolt? How will that change moving forward? Waymo, buy or short? Why?

20VC: Anduril Co-Founder on How a Trump Administration Changes the Defence Industry | What Happens Between China vs Taiwan, Israel vs Palestine, Russia vs Ukraine | How Software Changes War & Why TikTok Should Be Banned with Matt Grimm
Matt Grimm is the Co-Founder and Chief Operating Officer of Anduril Industries, an American defense technology company that specializes in advanced autonomous systems. To date, Anduril has raised over $3.7BN with the latest round pricing the company at a whopping $14BN. Before Anduril, Matt was a Principal at Mithril Capital Management alongside Peter Thiel. Before Mithril, Matt was an early hire at Palantir, where he was deployed to both Iraq and Afghanistan to ensure U.S. forces had the best technology for the mission. In Today's Episode with Matt Grimm We Discuss: 1. China/Taiwan, Ukraine/Russia & Israel/Gaza: How will a Trump administration change US foreign policy and approach to conflict? Will China invade Taiwan? What does Matt expect to see happen there? Will Trump put an end to the war in Ukraine? What will be the outcome? Is Israel wrong to defend itself in the way it has? How will the situation in Gaza be resolved? 2. The Future of War: What will war look like in the future? How is software and autonomy changing the world of war? Why does the incentive structure of governments buying military equipment need to change around the world? Will we see a world of robodogs fighting on battlefields? What does weaponry of the future look like? 3. Are We In a Defence Bubble: With the massive increase in funding to defence companies, does Matt think we are in a defence bubble? What does Matt believe all investors should know about the defence industry before they make investments in the space? What should defence founders at the early stage know about building a defence company at scale? What changes? Who will be the buyer for the many defence companies that have raised early rounds of funding and go out of business? 4. Matt Grimm: AMA: Does money make you happy? What is the biggest luxury purchase you have made? Should TikTok be banned in the US? What would Matt do today if he knew he would not fail?

20VC: Sam Altman on The Trajectory of Model Capability Improvements: Will Scaling Laws Continue | Semi-Conductor Supply Chains | What Startups Will be Steamrolled by OpenAI and Where is Opportunity
Sam Altman is the CEO of OpenAI, one of the most important companies in history. OpenAI is on a mission to ensure that artificial general intelligence benefits all of humanity. Prior to OpenAI, Sam was the President of Y Combinator and an angel investor in Stripe, Airbnb, Reddit and Instacart. 15 Questions with OpenAI CEO Sam Altman: 1. Will the trajectory of model capability improvement keep going at the same rate as it has been? 2. When did Sam doubt the continuance of scaling laws most? What has been the hardest technical research challenge OpenAI have overcome? 3. How worried is Sam about semiconductor supply chains and international tensions around them? 4. What is Sam's biggest worry today? How has it changed over the last 12 months and 5 years? 5. In what ways does Sam feel he was and is unprepared for the role of CEO of OpenAI? 6. Was Masa Son right to suggest that $9TRN of value will be created every year by AI? 7. Why does Sam disagree with Larry Ellison's statement that it will cost $100BN to enter the foundation model race? 8. Was Keith Rabois right that the best way to build companies is to hire under 30s? 9. What unmade decision weighs on Sam's mind most often? 10. What is Sam most grateful to Y Combinator for? 11. What would Sam build if he were a 23 year old starting today with the foundational AI technology that is already in place? 12. What should startups not try and build as OpenAI will steamroll them? What should they try and build where OpenAI will not go? 13. What does Sam believe is the most exciting use of agents that he has not seen created yet? 14. How does Sam believe that human potential is most wasted today? 15. Who does Sam most respect in the world of AI today? Why them?

20VC: Robinhood's Vlad Tenev on Founder Mode | Building 8x $100M Revenue Lines | Lessons from Raising $5BN and the Gamestop Saga | The Future of Artificial Intelligence, Wealth Management and Home Ownership
Vlad Tenev is a Co-Founder and CEO of Robinhood, the commission free stock trading and investing app with a market cap today of $20.7BN. Over the incredible 11 year journey Vlad has raised over $5BN from some of the world's best investors including Sequoia, a16z, DST, Ribbit and Index. Before Robinhood, Vlad started two finance companies in New York City. In Today's Episode with Vlad Tenev We Discuss: 1. Surviving a Scandal: The Gamestop Saga: What was the single hardest element of the sage for Vlad? What did the sage teach Vlad about how to tell stories effectively? What did Vlad not do in the period that he wishes he had of done? What did he do that he wishes he had not done? What advice does Vlad have for any founder going into a crisis? 2. Founder Mode and The Biggest BS Myths of Leadership: How does Vlad analyse and assess Paul Graham's "Founder Mode"? Where is Founder mode right? Where is it dangerous? What canonical leadership statements and lessons does Vlad most disagree with? How has Vlad changed most significantly as a leader? 3. 8x $100M Revenue Lines: Scaling a Juggernaut: What have been the single biggest challenges of scaling 8 lines of revenue each with over $100M in them? What have been Vlad's biggest lessons on when and how to release new products? Why did Vlad decide to abandon the Europe launch? Was it right with the benefit of hindsight? What did Vlad not invest in with Robinhood that he wishes he had of done?

20VC: Linear's Karri Saarinen How to be Grow Capital Efficiently in a World of BS Growth | How to Fundraise with Leverage | How to Select Investors and How to Give Them Homework in the Raise Process & Growth Lessons from Airbnb and Coinbase
Karri Saarinen is the Co-Founder and CEO of Linear. The company has raised from some of the best in the business including Sequoia and Accel. Before founding Linear, Karri was the principal designer at Airbnb and the founding designer at Coinbase. 10 Lessons with One of Silicon Valley's Most In-Demand Founders: How to Become a Master Fundraiser: Why does Karri believe it is BS advice that founders should "always be raising"? What is Karri's biggest advice to founders on minimising dilution? What do most founders think they know about fundraising but do not? What is the best way to put your VCs to work? How can you give them homework to do? What has been the single best VC meeting Karri has had? What has been the worst VC meeting? Product and Growth: What does Karri mean when he says "founder must focus on quality growth over hypergrowth?" How does Karri advise founders on how soon to release and monetise their first product? Wait for platform ready or ship more feature products and monetise? What have been the single biggest product lessons for Karri from Airbnb and Coinbase? What are the most commons ways that growth plateaus? What breaks first? Karri AMA: Brian Armstrong or Brian Chesky; who would you invest in first? Would you sell Linear today for $3BN in cash? What do you know now that you wish you had known when you started? What did you believe that you now no longer believe?

20VC: Why SaaS is Dead | Why AI First Companies Will Win | We are in the Middle of a Cold War for AI Talent | Why Europe is F******* and We Need to Stop Whining with Daniel Khachab, Co-Founder @ Choco
Daniel Khachab is the co-founder and CEO of Choco. Today, Choco's AI platform facilitates half of all food traded in major cities like New York, Paris, London, and Berlin, cutting food waste and streamlining distribution. Since its founding in 2018, Choco has raised $330 million from Bessemer, Coatue (its first European investment), and Insight, reaching unicorn status within 2.5 years. Previously, Daniel was the youngest Managing Director at Rocket Internet, where he oversaw growth across Latin America, Southeast Asia, Australia, and the Middle East. From Seed to $1BN in 30 Months: 1. We Killed a $BN SaaS Business to be AI First: Why does Daniel believe that SaaS is dead? What does an AI-first company mean? Why does Daniel believe AI-first companies will win the next 10 years? What foundation models does Daniel and Choco use today? How has the cost of using different models changed? What categories are vulnerable to being attacked with vertical products from the foundation model providers? 2. Europe is F*******: Why and What To Do: Why does Daniel believe Europe is at a massive disadvantage in the next 10 years of AI? Chips: What can Europe do to encourage chip production and manufacturing to take place on European soil? Energy: What can European governments do to encourage energy providers and new forms of renewable energy to innovate to provide the energy AI needs? Talent: Why does Daniel believe AI talent is the hardest problem that Europe faces? What can governments in EU do to resolve this problem? 3. Lessons Scaling to $1BN in 30 Months: Does Daniel regret raising at a $1.1BN valuation? Why did he throw a unicorn party with the round? Why does he regret it so much? What did Daniel spend money on that he wish he had not spent money on? What did Daniel not spend money on that with the benefit of hindsight, they should have spent money on? When your competition raises a lot of funding, does that mean you should also?

20VC: The Truth About Multi-Stage Firms; Why Portfolio Services are for VCs not Founders | Why Politics is Rife & Decision-Making is Broken in Large VCs | Why Reserves are Bad for Founders & How Boutique Firms Will Win with Mark Goldberg @ Chemistry
Mark Goldberg is a Managing Partner and Co-Founder at Chemistry, a $350M fund announced just yesterday with the mission to lead the best seed and Series A rounds. Before Chemistry, Mark was a Partner at Index Ventures, where he led early stage investments in Plaid, Bridge, Pilot, Anrok and Persona. Prior to Index Ventures, Mark was one of the first business hires at Dropbox. In Today's Episode with Mark Goldberg We Discuss: 1. The Truth About Multi-Stage Firms: Why are portfolio services there to help the investing partners and not the founders? What are the most broken elements within a multi-stage firm? How does decision-making break down in large partnerships? When is the right time to work with multi-stage firms? When is not? 2. From Boutique High Margins to Commoditised Low Margins: With the immense amount of cash that has entered VC, will returns simply get worse? Who will be the winners in the next 10 years of venture? Who will be the losers? What can they do today to change this? What element of the future of venture are not enough people spending time on? 3. Lessons from Leading Unicorn Company Rounds: What happens to all the unicorns with insanely high prices they cannot grow into? What has been Mark's biggest hit? What did he learn? What has been his biggest miss? How did that change his go-forward approach? Does Mark agree that 90% of VC do not add value?

20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean
AJ Tennant is the Vice President of Sales & Success at Glean, Glean has more than 20x'd its revenue and 100x'd its user base in the just two and a half years he's been there. Before Glean, AJ had incredible runs at Slack and Facebook. At Slack, AJ helped grow revenue from $6 million to more than $1 billion. In Today's Episode with AJ Tennant We Discuss: 1. How to Sell AI Tools in 2024: Are we still in the experimental budget phase for AI? How does selling AI tools differ to selling traditional SaaS? What are enterprises biggest concerns when it comes to adopting AI tools? What buzzwords get enterprises most excited in the sales process? Will we see a massive churn problem when the first renewal cycle for many of these AI products comes? 2. Outbound, Discounting, Closing: Is outbound dead in 2024? What does no one do that everyone should do? How does AJ approach discounting? Biggest lessons and advice? What can sales teams do to create a sense of urgency in a sales cycle? How does AJ do deal reviews and post-mortems? What is the difference between good and bad post-mortems? 3. How to Master Customer Success: What are the biggest mistakes founders make today in managing their CS teams? Should CS be compensated for upsell? How should the comp structure of CS teams change? What can be done to create a good handoff experience for the customer when handing from AE to CS? What are the most common ways CS teams break over time? 4. Hiring the Best Sales Teams: How does AJ structure the hiring process for all new sales hires? What questions does AJ always need to ask when hiring sales reps? What are clear signs of outperformers when hiring new reps? Does AJ give candidates a take-home assignment? What does he want to see from them?

20VC: Kleiner Perkins' Mamoon Hamid on Investing Lessons from Leading Rounds in Figma, Slack and Rippling | Lessons Building a Generational Defining Firm with Kleiner Perkins | AI: Where Value Accrues, Startups vs Incumbents & Scaling Laws
Mamoon Hamid is a General Partner @ Kleiner Perkins and one of the greatest venture investors of our time. In the past, Mamoon has led rounds in Figma, Slack, Rippling, Intercom, Glean and Box. Prior to joining Kleiner Perkins, Mamoon was a Co-Founder of Social Capital, and prior to that a Partner at U.S. Venture Partners (USVP). In Today's Episode with Mamoon Hamid We Discuss: 1. The Greatest Venture Deal of All Time: Figma or Slack: What is Mamoon's highest returning deal? What did Mamoon see in Dylan and Figma when they had no revenue and very little user data? What compelled Mamoon to write Stewart the check with Slack? What did he not see with Slack that he should have seen? 2. Taking Control of the Great Brand in Venture: Kleiner Perkins: Is it true that Kleiner approached Mamoon and gave him the keys to the Kleiner kingdom? How did it go down? Will Kleiner go back to having multiple products, large growth funds, international funds? What does Mamoon want Kleiner to be in 5 years? What was the hardest element of the transition into Kleiner? What did Mamoon not know that he wishes he had known? 3. Becoming a Generational Defining Investor: Market, founder, product, how does Mamoon rank them 1-3? How has Mamoon changed most significantly as an investor? What does he know now that he wishes he had known when he became a VC 19 years ago? What is his biggest loss? How did it shape his mindset and go forward investing approach? 4. AI Supercycle: The Greatest Time to Invest Where does Mamoon believe the value will accrue in this wave of AI? Where are many investors spending a lot of time but Mamoon believes is not worthy of that time? Will scaling laws continue? Have we ever seen an incumbent set spend like this incumbent class? How does that change the game for VCs?

20Growth: Revolut's Chief Growth Officer on The Growth Playbook Revolut Used to Scale to $2.2BN in Revenue | How Revolut Launch and Grow Products | Why the Best PMs Don't Need A/B Tests & Why CAC is a BS Metric with Antoine Le Nel
Antoine Le Nel is the Chief Growth and Marketing Officer at Revolut, one of the fastest growing fintechs on the planet. Prior to Revolut, Antoine spent an incredible 7 years at King (Makers of Candy Crush) overseeing continuous expansion of the world's most famous mobile game as VP of Growth. 10 Questions with Revolut's Chief Growth Officer: Why does Antoine believe that the best product and growth teams do not need to do A/B tests? Why does Antoine believe the best growth teams do not believe in anything? What growth tactics have worked best for Revolut? What did they learn? What have been the biggest growth flops? How did that change their approach? Why does Antoine believe localisation in product is BS and overrated? Why does CAC never come up at Revolut? Why do they not believe it is a metric to focus on? What metrics do they focus on instead? What does Antoine mean when he says "growth is a bidding war"? How does one win the "bidding war" today? Why does Antoine believe the best growth teams focus on optimisations and 1% gains not moving the needle for a company? What are the single biggest mistakes growth teams make today? What used to work that no longer works? What growth tactic is most effective but also most under-utilised? How can startups take advantage of this?

20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid
Zach Perret is the CEO and Co-Founder of Plaid, a technology platform reshaping financial services. To date, Zach has raised over $734M for Plaid from the likes of NEA, Spark, GV, Coatue and a16z, to name a few. Today, thousands of companies including the largest fintechs, several of the Fortune 500, and many of the largest banks use Plaid. In addition, Zach is also a Co-Founder of Mischief, an early-stage venture fund in San Francisco. In Today's Episode with Zach Perret We Discuss: 1. Founder Mode: Why "Founder Mode" will be the most dangerous blog post written in the last decade for founders? What is most misleading about it? What are "grinder problems"? Why does Zach believe that grinder problems are the best problems for startups to try and solve? Why does Zach believe that OKRs are BS and should be removed? What should be used instead? 2. Lessons from Raising $734M for Plaid: What is the worst advice that VCs give that most founders take? Why does Zach believe that angel investing is more distracting than helpful for founders to do? What are the pros of investing alongside running a company? Why does Zach encourage founders to raise money as infrequently as possible? What does this mean for the size and price of rounds Zach thinks we should see occur? 3. The $5BN Exit and the $13.4BN Round: Why did Zach turn down the $5BN exit to Visa? Was it the right choice? Does Zach regret raising at such a high price of $13.4BN when the exit did not happen? Would Zach sell the company today for $13.4BN if offered it? What did Zach not do that he wish he had done? What did he do that he wishes he had not done?

20VC: Investing Lessons from FC Seeding Uber, Airtable and Coupang | Why Pro Rata is the Original Sin in VC | Why Liquidity Has Died in 2024 | Why LPs are Pissed with VCs | The Hard Truth About Seed Fund Economics with David Frankel @ Founder Collective
David Frankel is the Co-Founder and Managing Partner of Founder Collective, one of the best seed firms of the last decade. David has led rounds in companies such as Suno, Coupang, SeatGeek and PillPack (sold to Amazon for ~$1B). Previously, David was Co-Founder and CEO of Internet Solutions (IS), the largest ISP in Africa, ultimately acquired by NTT Japan. David has been named to the Midas List six times. In 2023, he was #11 and in 2024, he appeared at #15 on the Midas List of the world's best venture capital investors and at #2 on the Midas list of seed investors. 10 Questions With One of the World's Best Seed Investors: 1. Reserves: Why are reserves the hardest part of venture? What have been David's biggest lessons in how to do them well? 2. Why does David believe that pro-rata is the original sin of VC? 3. Has DPI died in 2024? Is PE the salvation for the VC exit market and liquidity? 4. Why does David believe LPs are so pissed of with VCs right now? What will change that? 5. When will IPO markets open? Are M&A markets shut? What would cause them to open? 6. How does David reflect on price today? When will he pay up and break his rules? 7. Biggest lessons for David on knowing when is the right time to sell? Why does David believe you should never sell your winners? What has David sold that he regrets most? 8. What companies returned the most to Founder Collective Funds? Uber? Coupang? Airtable? The Trade Desk? What did he learn from those mega hits? 9. What have been David's biggest losses? How did losing the company change his mindset and approach to investing? 10. What does David believe is the future of venture capital? How can seed funds play in a world of mega multi-stage funds? Who wins? Who loses?

20VC: Why Most AI Investments Will Do Worse than the S&P 500 | Why Early Stage VC is F******* | The Danger of Kamala Harris and Why Trump and Vance are Best | Freedom of Speech, Censorship and Government Control with Eoghan McCabe @ Intercom
Eoghan McCabe is the Co-Founder and CEO @ Intercom, one of the largest private software companies in the valley with hundreds of millions in revenue and thousands of customers. To date, Eoghan has raised over $238M from Index, Kleiner Perkins, ICONIQ, GV, Bessemer and more incredible firms. Intercom's goal is to reinvent customer service with AI agents replacing human agents over the next 10 years. 10 Questions with One of the Largest Private Company CEO's: AI Investing: Why will most AI investments not do better than the S&P 500? Building SaaS Tools with AI: Why is it crazy for companies to follow Klarna and use AI to build their own tools? Going Public: Why is Bill Gurley wrong that more later stage companies should go public? Why did Intercom shelve plans to go public in 2022? Early-Stage is F*******: Why is the early-stage venture ecosystem as an asset class f******? Founder Mode: Why does Eoghan believe all of the best founders are unbalanced? What is the difference between Founder vs Manager mode? Political Voice: Why did Eoghan decide he had to voice his political opinions now? The Danger of Harris: Why does Eoghan believe a Harris administration would rob the US of immense freedom, democracy and civil liberty? Why Vote Trump: Why does Eoghan believe that Trump will regain immense freedom for the sovereign individual? Freedom of Speech: How does Eoghan determine right vs wrong when freedom of speech leads to harm and injustice? Middle East and Nuclear War: Why does Eoghan believe that nuclear war is much closer than we think? Will we see the Middle East descend into war?

20VC: Sequoia Capital's $9BN Global Equities Fund on The Future for NVIDIA, Google & Meta | How to Play AI in the Public Markets | China & Europe: Is the Future Bleak | The Opportunity for Crossover Funds with Jeff Wang, Managing Partner @ SCGE
Jeff Wang is the Managing Partner of Sequoia Capital Global Equities (SCGE), a public/private crossover investment firm with investments spanning from late-stage private companies to public companies. As Managing Partner, Jeff has primarily focused on public growth technology companies but has also invested $3 billion in private companies including Bytedance, SpaceX, and Stripe. Prior SCGE private investments that have since gone public include Airbnb, Doordash, MongoDB, Nubank, and Snowflake. Before joining SCGE in 2010, Jeff also worked at TPG Capital and Silver Lake Partners where he focused on investments in technology buyouts. 10 Questions with the Leader of Sequoia's $9BN Global Equities Fund: 1. Crossover Fund Opportunity: Why are crossover funds more attractive today than ever? Have the tourists gone? 2. Public Market Opportunity: Why is the opportunity in the public markets, not the private markets today? 3. IPO Markets: When will IPO markets open? What will cause them to open? 4. Breaking Hedge Fund Rules: What are the biggest ways that Sequoia break the traditional rules of hedge funds? 5. Google: Why does Jeff believe that Google's cash cow of search is under threat? 6. Meta: Why does Jeff believe Meta will be the biggest competitor to Google? 7. NVIDIA: Why is NVIDIA's price today reasonable? What is the bull and bear case? 8. China: Is there a recovery for China? How do Sequoia play China in this market? 9. AI in Public Markets: How are Sequoia playing the AI game in the public markets? 10. Investing Lessons: What have been Jeff's biggest investing lessons from Mike Moritz, Doug Leone and Roelof Botha?

20VC: Raising $500M To Compete in the Race for AGI | Will Scaling Laws Continue: Is Access to Compute Everything | Will Nvidia Continue To Dominate | The Biggest Bottlenecks in the Race for AGI with Eiso Kant, CTO @ Poolside
Eiso Kant is the Co-Founder and CTO of Poolside.ai, building next-generation AI for software engineering. Just last week, Poolside announced their $500M Series B valuing the company at $3BN. Prior to Poolside, Eiso founded Athenian, a data-enabled engineering platform. Before that, he built source{d} - the world's first company dedicated to applying AI to code and software. 1. Raising $600M to Compete in the AGI Race: What is Poolside? How does Poolside differentiate from other general-purpose LLMs? How much of Poolside's latest raise will be spent on compute? How does Eiso feel about large corporates being a large part of startup LLM provider's funding rounds? Why did Poolside choose to only accept investment from Nvidia? Is $600M really enough to compete with the mega war chests of other LLMs? 2. The Big Questions in AI: Will scaling laws continue? Have we reached a stage of diminishing returns in model performance for LLMs? What is the biggest barrier to the continued improvement in model performance; data, algorithms or compute? To what extent will Nvidia's Blackwell chip create a step function improvement in performance? What will OpenAI's GPT5 need to have to be a gamechanger once again? 3. Compute, Chips and Cash: Does Eiso agree with Larry Ellison; "you need $100BN to play the foundation model game"? What does Eiso believe is the minimum entry price? Will we see the continuing monopoly of Nvidia? How does Eiso expect the compute landscape to evolve? Why are Amazon and Google best placed when it comes to reducing cost through their own chip manufacturing? Does Eiso agree with David Cahn @ Sequoia, "you will never train a frontier model on the same data centre twice"? Can the speed of data centre establishment and development keep up with the speed of foundation model development? 4. WTF Happens to The Model Layer: OpenAI and Anthropic… Does Eiso agree we are seeing foundation models become commoditised? What would Eiso do if he were Sam Altman today? Is $6.6BN really enough for OpenAI to compete against Google, Meta etc…? OpenAI at $150BN, Anthropic at $40BN and X.ai at $24BN. Which would Eiso choose to buy and why?

20Product: How the Best Teams Do Product Reviews | What Everyone Gets Wrong in Hiring Product Teams | Product Lessons Leading Facebook App Monetisation Team to Billions in Revenue with Maria Angelidou, CPO @ Personio
Maria Angelidou is a seasoned product leader, having spent close to a decade at Meta where she was VP of Product and General Manager for some of the largest products such as Facebook Groups (2B+ users), Events, Profile, and Search. Before that, Maria led the Facebook App Monetization team, driving billions of dollars in revenue. Today, Maria is the Chief Product & Technology Officer at Personio, an HR tech company with an ambitious mission to unlock the power of people for SMEs. In Today's Episode with Maria Angelidou 1. How to Hire the Best Product Teams: What are the three different archetypes for PMs today? What non-obvious traits does Maria look for in new product hires? How does Maria structure the hiring process? What works? What does not? Does Maria do take home assignments? How has her approach changed here? What is Maria's biggest advice to candidates on both compensation and title? 2. How the Best Product Teams Do Product Reviews: What does every team get wrong in how they do product reviews? What are the four different type of product reviews? How often does Maria do a product review? Who is invited? Who sets the agenda? How is it structured? What makes good vs great product reviews? 3. Europe vs US: How Product Teams Differ: What is the single biggest difference when comparing product teams in the US vs EU? Does Maria agree that the work ethic is less in the EU? Which class of employee would Maria say is more entitled? What could Europe do to be more competitive with the US? What was the biggest surprise to Maria on returning to Europe from the US?

20VC: Bret Taylor: The AI Bubble and What Happens Now | How the Cost of Chips and Models Will Change in AI | Will Companies Build Their Own Software | Why Pre-Training is for Morons | Leaderships Lessons from Mark Zuckerberg
Bret Taylor is CEO and Co-Founder of Sierra, a conversational AI platform for businesses. Previously, he served as Co-CEO of Salesforce. Prior to Salesforce, Bret founded Quip and was CTO of Facebook. He started his career at Google, where he co-created Google Maps. Bret serves on the board of OpenAI. In Today's Discussion with Bret Taylor: 1. The Biggest Misconceptions About AI Today: Does Bret believe we are in an AI bubble or not? Why does Bret believe it is BS that companies will all use AI to build their own software? What does no one realise about the cost of compute today in a world of AI? 2. Foundation Models: The Fastest Depreciating Asset in History? As a board member of OpenAI, does Bret agree that foundation models are the fastest depreciating asset in history? Will every application be subsumed by foundation models? What will be standalone? How does Bret think about the price dumping we are seeing in the foundation model landscape? Does Bret believe we will continue to see small foundation model companies (Character, Adept, Inflection) be acquired by larger incumbents? 3. The Biggest Opportunity in AI Today: The Death of the Phone + Website: What does Bret believe are the biggest opportunities in the application layer of AI today? Why does Bret put forward the case that we will continue to see the role of the phone reduce in consumer lives? How does AI make that happen? What does Bret mean when he says we are moving from a world of software rules to guardrails? What does AI mean for the future of websites? How does Bret expect consumers to interact with their favourite brands in 10 years? 4. Bret Taylor: Ask Me Anything: Zuck, Leadership, Fundraising: Bret has worked with Zuck, Tobi @ Shopify, Marc Benioff and more, what are his biggest lessons from each of them on great leadership? How did Bret come to choose Peter @ Benchmark to lead his first round? What advice does Bret have to other VCs on how to be a great VC? Bret is on the board of OpenAI, what have been his biggest lessons from OpenAI on what it takes to be a great board member?

20VC: How SHEIN Got So Big So Fast: Behind the Scenes at One of the Fastest Growing Companies in History with Donald Tang, Executive Chairman @ SHEIN
Donald Tang is the Executive Chairman of SHEIN, with oversight of public affairs, business strategy, corporate development, and finance. Donald began his career at Merrill Lynch & Co. He later joined Bear Stearns & Co. Inc. in Los Angeles as Senior Managing Director of Investment Banking. At Bear Sterns, Donald quickly rose to become the Vice Chairman of the firm, as well as Chairman and President of Bear Stearns International Holdings, Chairman and CEO of Bear Stearns Asia, Ltd, and a member of the board of directors at Bear Stearns & Co. In Today's Episode with Donald Tang We Discuss: 1. How SHEIN Became a Global Giant: As specifically as possible, what did you and the SHEIN team do that enabled you to be one of the fastest-growing companies on the planet? Real-Time Retail: What is this? How is it the core of SHEIN's growth and efficiency? Supply Chain Innovation: How did SHEIN innovate on the supply chain to give them such an advantage over the competition? Price King: How does Donald respond to the statement that SHEIN wins due to price, not quality? Social Media: What social media tactics allowed SHEIN to grow so fast? What did not work? Paid Media: How have SHEIN approached paid marketing? What works? What does not? 2. The Big Questions: IPOs, Impact on Climate and Worker Conditions: IPO: Why does SHEIN want to go public? Is London the right place for the company to go public? Climate: How does Donald respond to the common idea that "SHEIN is bad for the climate" and encourages fast fashion like never before? Tariffs: How does Donald respond to the common question around tariffs and SHEIN benefitting from being under a certain tariff threshold? 3. Marriage, Fatherhood and Happiness: Marriage: What have been Donald's biggest lessons on how to have a successful marriage? Fatherhood: What does being a great father mean to Donald? If he could call himself up the night before his first child was born, what would he advise himself? Happiness: How does Donald think about happiness today? What does everyone get wrong about happiness?

20Sales: Scaling Hubspot from $3M to $1BN in ARR | How to Hire and Ramp Sales Teams | How to Scale Customer Success Successfully | How and When to Go International and Crush It with Jeetu Mahtani
Jeetu Mahtani was an early member of the HubSpot team. Under his leadership and the sales organization, the business grew its non-US revenue from $3M ARR to close to $1B ARR. After running the International business as the global MD and Sales leader, he then moved to lead the customer success org which expanded to managing 1,500 people in customer success. In Today's Episode with Jeetu Mahtani We Discuss: 1. How to Go International for Startups: What are Jeetu's biggest lessons from Hubspot on what startups can do to make their international expansion a success? What were the biggest mistakes Hubspot made in their international expansion? How should every team in each new location be structured? What should the ramp time and onboarding process look like or each new team and expansion? 2. Scaling Sales from $3M to $1BN in ARR: What did Hubspot do so well to successfully scale to $1BN in international ARR? What were the biggest mistakes Jeetu made in the expansion of Hubspot's sales teams? What are the first things to break in sales teams? How do you handle them? Why does Jeetu hate discounting? Why does Jeetu not like customer references? 3. Scaling Customer Success to 1,500 CS Reps: When should founders make their first customer success hires? What are the biggest mistakes people make in the scaling of CS teams? Why should customer success be incentivised in the same comp plans that sales teams have? How do the best CS teams work with sales and product teams most effectively? 4. Hiring the Best and Ramping Them: What does Jeetu's hiring process look like for all new sales reps? What are the must ask questions for Jeetu in all candidate interviews? How fast do you know when you have made a mistake with a new hire? What is the secret to effective onboarding? What are the biggest mistakes people make in onboarding? 20Sales: Scaling Hubspot from $3M to $1BN in ARR | How to Hire and Ramp Sales Teams | How to Scale Customer Success Successfully | How and When to Go International and Crush It with Jeetu Mahtani

20VC: Benchmark's Eric Vishria on Where is the Value in AI: Chips, Models or Apps | Why Nvidia Will Not Be The Only Game in Town | The Commoditisation of Foundation Models | Which AI Apps Have Sustaining Value vs Hype and Short Term Revenue
Eric Vishria is a General Partner @ Benchmark Capital, one of the world's leading venture firms. At Benchmark, Eric has served on over 10 boards including Confluent (CFLT), Amplitude (AMPL), Benchling, Contentful, Cerebras and several other private companies. Prior to joining Benchmark, Eric was the Co‐Founder and CEO of RockMelt, acquired by Yahoo in 2013. In Today's Episode with Eric Vishria We Discuss: 1. How to Make Money Investing in AI Today: How does Eric think through where value will accrue in the stack between chips, models and applications? Why does Eric believe foundation models are the fastest commoditising asset in history? Why does Eric believe that Nvidia will not be the only game in town in the next 3-5 years? 2. How to Invest in AI Application Layer Successfully: How does Eric analyse between a standalone and deep product vs a product that foundation model will commodities and incorporate into their feature set? How does Eric differentiate between the 10 different players all going after customer service, or sales tools or data analyst products etc? How does Eric analyse the quality of revenue of these AI application layer companies? What does he mean when he describes their revenue as "sugar high"? 3. How the Best VC Firm Makes Decisions: What is the decision-making process for all new deals in Benchmark? As specifically as possible, how does the voting process inside Benchmark work? What deal was the most contentious deal that went through? What did the partnership learn? How has the Benchmark decision-making process changed over 10 years? 4. Does AI Break Venture Capital Models: Does the price of AI deals and size of their rounds break the Benchmark model? Will foundation model companies all be acquired by the larger cloud providers? Unless multiples reflate in the public markets, does venture as an asset class have hope? Why does AI make paying ludicrously high prices potentially rational?

20VC: From Potato Farm to $200M in Revenue: The Never-Before-Told Story of Flo Health: Scaling to $1BN Valuation, 75M Users & Getting 100s of No's From Investors Along the Way with Dmitry Gurski
Dmitry Gurski is the Co-Founder and CEO of Flo Health, the leading women's health app and the first European femtech unicorn. Launched in 2015, Flo Health has grown to over 70 million monthly active users and 5 million paid subscribers. The app is recognized as the #1 recommended tool for period and cycle tracking, and it recently achieved a valuation exceeding $1 billion. Beyond Flo, Dmitry is a partner at Palta, a co-founding company with a portfolio of successful startups including Simple App, MSQRD (acquired by Facebook), AIMatter (acquired by Google), and Wannaby (acquired by Farfetch). In Today's Episode with Dmitry Gurski We Discuss: 1. Why 99% of Startup Advice is BS: Why does Dmitry believe that speed is not the most important thing? Why does Dmitry believe that competition is actually a good thing? Why does Dmitry believe that craziness not intelligence is the most important trait in founders? Why does Dmitry believe that fundraising is simply a numbers game? What does no one understand about retention that everyone should know? 2. From Potato Farms to Billion Dollar Apps: What a childhood in potato farming taught Dmitry about leadership and technology? How mushroom farming taught Dmitry about diversification and focus? How does Dmitry advise people analyse the hardest moments in their life? Why Dmitry does not believe in talent? What else is there? 3. Scaling to Flo's First 1M Users: What were Dmitry's biggest lessons from two failed prior versions of Flo? What is the secret to success in consumer subscription? How did Flo acquire their first customers? What worked? What did not work? Why does Dmitry not believe in brand and PR? 4. Building a $200M Revenue Market Leader: What have been Dmitry's biggest lessons on monetisation? How does Dmitry think about retaining product simplicity with time? What are the first things to break in the scaling of a company? What did they do with Flo that he wishes they had not done?

20Growth: The 7 Core Levers to Win at Consumer Subscription: Growth Loops, CAC + LTV Benchmarks, Pricing, Packaging, Notifications, Discounts, Paywalls | The Breakdown with Phil Carter
Phil Carter is one of the best growth leaders of the last decade helping world-class companies like Faire, Quizlet, and Ibotta accelerate their growth. Today, Phil is a growth advisor and angel investor who helps Seed - Series C consumer subscription businesses define their growth strategy. In Today's Episode with Phil Carter We Discuss: The Seven Core Levers to Win at Consumer Subscription: How to Optimize Subscription Pricing and Packaging: Step: Single vs multiple subs tiers? Monthly, weekly or annually? How often should it be revisited? Biggest mistakes companies make with pricing and packaging? How to deliver immediate value through new user onboarding? Target Metrics: Best tactics for delivering value in the shortest amount of time? Biggest mistakes companies make in user onboarding? Thoughts on the very long surveys companies like Noom make people fill out pre getting access to the product? How to boost paid marketing efficiency by investing in desktop web flows? Target Metrics: Why is now the time to be investing in desktop workflows? What are the most effective and specific tactics to do so? How to optimize paywall visibility and conversion? Target Metrics: Why is paywall view rate so important? What is good vs bad? What are the most common places to trigger paywall? Thoughts on hard paywall vs consumer value first? Specific tactics to refine paywall design to maximize conversion? Single biggest mistakes companies make when it comes to paywall conversion? How to distinguish and emphasize premium value props? Target Metrics: What are the most effective ways to do this? Who does it best? Lessons from them? How to leverage motivation tactics (stats, streaks, badges, leaderboards, notifications)? Target Metrics: What is the most effective? Do we not have notification overload? What used to work but now does not work? Who does this best? Why them? How to leverage strategic discounts and promotions? Target Metrics: What are the most effective discounting methods used? What are the biggest mistakes companies make when using promos or discounts? Who does it best? What do they do?

20VC: Notion's Founder on "Founder Mode": When it Works & When it Doesn't | Why The Way Startups Fundraise & Construct Boards is Broken | Raising at a $10BN Valuation in Peak Bubble Times and How Notion Has More Money Than Ever Before with Akshay Kothari
Akshay Kothari is Co-Founder at Notion, one of the fastest-growing companies of the last decade. Akshay has run every function in the company from sales, to marketing to finance and even led their fundraising efforts raising $340M+ from Sequoia, Index and Coatue with the latest round pricing them at $10BN. Before Notion, Akshay was VP Product at Linkedin for 5+ years, leading all of their content efforts. He joined LinkedIn when his previous company, Pulse, was acquired by LinkedIn in 2013. In Today's Episode with Akshay Kothari We Discuss: 1. Founder Mode, Veto Powers and Focus: Does Akshay agree with "founder mode"? What are the biggest downsides to founder mode that not enough people are discussing? Why does Akshay believe that the single greatest power of a founder is their "veto power"? What is the biggest opportunity that Notion jumped on that they should not have done? What is the biggest opportunity that Notion did not jump on that they should have jumped on? 2. Raising $50M @ $2BN Valuation: Why did Ivan and Akshay decide to do this raise when they did not even need the money? How did the fundraising process for this round go? Why did they choose Coatue and Index? Why did Sequoia say no to this round? With the benefit of hindsight, what does Akshay wish that they had done differently? 3. Raising $270M @ $10BN Valuation: How did Sequoia come back into the frame with this round? Why did they say yes here when they did not before? Why does Akshay believe that of all the investor brands, Sequoia is the most powerful? In what way does having Sequoia as an investor change the trajectory of the company? Is Akshay concerned about how he will be able to scale into the $10BN valuation? How does Akshay address the challenge of bringing new team members in with stock options priced at $10BN? How much of a blocker is that? 4. Boards and Social Media are F*******: How is the way in which boards are constructed broken? How does Akshay believe that boards should be constructed? What roles should founders hire for in their board members? Why is Akshay most concerned about the "Tiktokification of everything"? Why does Akshay believe that social media has never been more concerning?

20VC: Index's Shardul Shah on Why Market Size is a Trap | Biggest Lessons on Pricing from Leading Rounds in Wiz & Datadog | Why Benchmarks & Averages in VC are BS | How Index Makes Decisions and Why Growth & Early are the Same Investing Style
Shardul Shah is a Partner at Index Ventures and one of the greatest cyber security investors of the last two decades. Among his many wins, Shardul has led rounds in Datadog, Wiz, Duo Security, Coalition and more. Shardul is also the only Partner investing at Index to have worked in every single Index office from London, to SF, to NYC to Geneva. Prior to Index, Shardul worked with Summit Partners, focusing on healthcare and internet technologies. In Today's Episode with Shardul Shah We Discuss: 1. Investing Lessons from Wiz and Datadog: Why does Shardul believe that TAM (total addressable market) is BS? Why does Shardul believe that every great deal will be expensive? How does Shardul evaluate when to double down and concentrate capital vs when to let someone else come in and lead a round in an existing company? How does Shardul think about when is the right time to sell a position in a company? 2. How the Best VCs Make Decisions: How does Shardul and Index create an environment of truth-seeking together, that is optimised for the best decision-making to take place? What are the biggest mistakes in how VCs make decisions today? Why does Shardul believe that all first meetings should be 30 mins not 60 mins? Why does Shardul believe it is so much harder to make investment decisions when partnerships are remote? What is better remote? 3. The Core Pillars of Venture: Sourcing, Selecting, Securing and Servicing: Which one does Shardul believe he is best at? What is he worst at? Does Shardul believe with the downturn we have moved into a world of selection and not just winning every new deal? Does Shardul believe that VCs provide any value? What are the biggest misnomers when it comes to "VC value add"? 4. Lessons from the Best Investors in the World: Who is the best board member that Shardul sits on a board with? What has Shardul learned from Gili Raanan and Doug Leone on being a good board member? What have been some of Shardul's biggest investing lessons from Danny Rimer? Why does Shardul hate benchmarks when it comes to investing?