SaaS Interviews with CEOs, Startups, Founders

Garin Hess is a serial entrepreneur who has founded multiple software companies, industry conferences, and a non-profit organization. He is currently the founder and CEO of Consensus, a B2B demo automation platform. He enjoys reading history, mountain biking, choir conducting, and spending time with his wife and three children.

Born in a family of hustlers, Xenia never had the chance to escape the fate of being an entrepreneur. So at only 20 y.o. she started her first company, a digital marketing agency. She was shocked that in a world transformed by social media technology, brands and agencies were still working like in the MadMen era - buried in meetings, excels, powerpoints and endless email threads. In 2016 she and her co-founders started Planable to help people behind brands work together in a better way. Today, more than 3,000 teams globally use Planable for marketing collaboration.Xenia was born in Moldova, an Eastern European country and former Soviet republic, where tech entrepreneurship is rather new. So she overcame her country’s limitation and communist history with hard work becoming the first Moldovan to be invited to attend Tim Draper’s prestigious academy in Silicon Valley. Planable is the first and only Moldovan team to be accelerated and receive an investment from Techstars. Now, the product is being used by brands such as KFC, Virgin Mobile, Wendy’s and the company has offices both in London and in Eastern Europe.

Maciej is a technically skilled leader, technology enthusiast and entrepreneur. CEO at Piwik PRO - GDPR compliant analytics and marketing platform for enterprises and Clearcode - world's leading software house specializing in building custom advertising and marketing technology (AdTech/MarTech).

CEO and co-founder of Segmint, an innovative financial technology company that empowers financial institutions and financial technology providers to easily understand and leverage data, interact with customers and measure results. Rob has been awarded 7 U.S. and international patents for Segmint. Rob is also the founder of WiredViews, a digital marketing agency.

Joe is the Chairman and Chief Executive Officer of Opt-Intelligence. Since co-founding Opt-Intelligence in 2003 Joe has served as a thought leader and expert in the opt-in advertising space. Prior to Opt-Intelligence Joe served as Vice President of Online Services at Cross Media Marketing. He got his start in 1998 as co-founder and President of CouponSoup, a company dedicated to putting coupons for local businesses online. Joe received a BA in Psychology from Boston College.

Latif Nanji is the co-founder and CEO of Roadmunk, a product roadmapping platform that enables clients such as The Coca-Cola Company, Citibank, MasterCard and Adobe to visualize and collaborate on strategic plans. Latif's entrepreneurial chops extend beyond Roadmunk. He co-founded Pragmatic CEO, a Toronto meetup for tech entrepreneurs, and Pokerspace.com, an online social network for poker players. Latif's background spans all things startup: from leadership and sales to product management and design. In his off-time, Latif is an avid reader, rock climber and skier.

CEO of Linkfluence, a SaaS platform that turns social data into valuable insights for global brands, using AI and the human expertise from 100+ data scientists and analysts. Co-founder & CEO of Scoop.it, a web content monitoring SaaS platform acquired by Linkfluence. Entrepreneur since 2000: Musiwave (first mobile music platform, acquired by Microsoft), Goojet (pre-iPhone mobile widget platform). Startup advisor and investor: Tedemis (email retargeting, acquired by Criteo), The Refiners, Impact (cross-border accelerators in San Francisco).

I am the CEO & co-founder of PixelMe at night and Product Manager Growth at Buffer during the day! We started PixelMe as a side project with Tom and Jeremy in Sept 2017. We're at $6K MRR and more than $120k in revenue thanks to an incredible Appsumo promotion.

With more than 20 years of technology leadership experience, Steven is the CEO of Logi Analytics. Prior to this role, Steven served as both COO and CPO at Logi, where he led the sales, product, engineering, marketing, and customer success teams. Prior to Logi, he was a founding partner of OnDemandIQ, a Hosted Business Intelligence solution, and a practice manager at leading web technology company Proxicom.

Don Weobong is founder and president of Telania, a technology software-as-a-service company based in Louisville, Kentucky. Telania specializes in helping organizations solve tough challenges through e-learning technology, leaves of absence management solutions, and sales channel management. Premier products include eLeaP, CaptureLeave, PRMDeals, and Azimio.

Jody has been CEO of Introhive since it was founded 7 years ago. Jody is a frequent blogger and speaker on topics of sales acceleration, especially among enterprises.

Chris Rothstein is the CEO and co-founder of Groove.co, a sales engagement platform. Prior to Groove.co, Chris built, scaled and managed enterprise sales teams at Google.

Gaurav is founder and CEO of Verloop.io, a conversational sales and marketing automation platform. Gaurav started coding when he was 11 and has built 2 businesses before. One of them was acquired while the other was unsuccessful.

Co-founder and CEO of MeetApp. Started out as an Accenture consultant, went on to be a CIO in the Nordics at the media/tech company Cision. Quit 2012 to start MeetApp and other business full time. Since 2015 100% focus on MeetApp

One of North America's preeminent authorities on artificial intelligence, Gary has over 25 years' experience working with leading global corporations to deliver revenue and profit growth. He founded Daisy Intelligence in 2003 bringing autonomous machine intelligence to clients in retail, insurance and healthcare. Daisy Intelligence, headquartered in the Greater Toronto Area operates an applied artificial intelligence (A.I.) software-as-a-service (SaaS) business delivering operational corporate decisions that are too complex for humans to make, resulting in efficiencies and profitability gains. Currently, Daisy is revolutionizing optimization of merchandise planning for high volume retailers and fraud detection/risk management for insurance and banking. Using proprietary mathematical solutions and Daisy's reinforcement learning A.I.-based simulation platform, Daisy analyzes trillions of the tradeoffs inherent in any complex business question and provides timely, actionable decision recommendations to help corporate clients grow total sales, improve margins and reduce fraud. Gary is the former head of IBM Canada's data mining and data warehousing practices. He was also at the helm of Loyalty Consulting Group, providing analytical services for one of the world's most successful coalition loyalty programs, the AIR MILES® Reward Program. Gary holds both a B.A.Sc. and M.A.Sc. in Aerospace Engineering from the University of Toronto.

Pablo lived in the United States for 10 years before returning to Mexico City to pursue a bachelor's in economics. Before founding Gus, Pablo participated in the management of a B2B sales team that was responsible for acquiring more than USD 2 million in ARR. In 2015 Pablo Co-founded Gus, an AI company that works with clients like Santander, Amercian Express, Cabify and 30 others to automate customer service and improve customer experience. Gus has been selected as the Diamond prize winner of MassChallenge and is part of the Endeavor National Panel for Mexico.

Seth lives in Southern Utah, where he has been hard-wired to the web design and development industry since 2001. In 2009, Seth launched his first WordPress plugin, then in 2011, he quit his full-time job to focus on building a business around the plugin, which now powers over 60,000 ticketing websites.

Ryan O'Donnell lives at the top of the funnel ever since he landed at Yahoo via acquisition in 2007. Ryan co-founded Replyify.com to automate cold emails and follow-ups because other solutions on the market were either glorified 'mail merge' apps or too cumbersome to work with.

A 25-year advertiser sales and online media veteran. Starting in B2B in 1992 in NYC. In 1998 launch Lawyers.com for Lexis Nexus/Martindale Hubble. Recruited by InfoUSA to be President of IDEXEC with sales offices in New York and London. Promoted by the parent company to become the SVP of Sale Op's for InfoUSA with 125 sales reps and close to $1 billion in gross revenue. Hired by Kinder Hook, a NYC based VC to build and sell CPC Associates a New Mover data compiler. With a dramatic growth in just 18 months the company which was purchased for $14 million was sold to Epsilon for $72 million. He co-founded BlueLink Marketing in April of 2010, later sold his interest in the company. He co-founded Pubvantage in 2015

I'm an entrepreneur by nature and an executive in practice. I founded ECRS in my early 20s, in 1989, with the simple vision that the microprocessor and software would transform retail, allowing local and regional retailers to not only compete, but win against their national competitors. I believe great companies are built one idea, one customer and one employee at a time. Like a great oak tree, it takes time to build a company that last, with deep cultural roots and consistent driving purpose and I've dedicated my career to building such a company.

Born and raised in New Jersey, a graduate of Amherst College - I am the Founder and former CEO of People Productions - a digital marketing agency located in Boulder , Colorado. In 1999, I spun off a related SAAS business called UpSync to help our clients distribute, track and control the digital content we were creating for them. I sold People Productions in 2017 and am now solely focused on running UpSync, a mobile sales enablement platform.

Susan Hunt Stevens is the Founder/CEO of WeSpire. She is a recognized expert in the use of social and game mechanics to drive positive behavior change and was named an EY Entrepreneur of the Year in 2015. Previously she was GM/SVP at the New York Times Company, leading a large regional digital media division.

Dorin Rosenshine is the founder & CEO of Outleads, a Microsoft Accelerator company. Outleads enables brands to engage customers with online advertising and relevant content based on offsite and offline data. Dorin has over a decade of experience in optimizing the digital presence for firms in a variety of industries, from consumer electronics to home improvement. Her work ranged from business identity to web application development, online ad budget management, and landing page optimization. A self-taught developer, designer, and copywriter, she has served as head of marketing as well as IT. Dorin lives in New York City and loves everything about it, particularly Central Park.

I'm the CEO and Co-founder of Sleeknote. I live in Denmark with my wife and three kids. Besides running Sleeknote I'm also an international keynote speaker.

Casey Zeman is the founder of EasyWebinar. Casey has consulted such companies as Harper Collins, Estee Lauder and Dell on video/webinar strategies and has built his own multi-million dollar software business. His mission is to help a million experts spread their message, sell their program and leverage their time through automation and engagement using his tools.

Nazzareno Gorni is the CEO of MailUp Group (https://mailupgroup.com/en/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:45 – How MailUp has been built as a business messaging company 1:45 – Why they are doing more than €35M in ARR right now 2:05 – How they are growing 35% year over year 2:30 – Why their ideal customers are marketers and developers 3:40 – How MailUp has grown to serve 20k customers 4:20 – Why they have started to move upmarket 5:10 – How he launched the company in 2002 5:30 – Why they launched with just €15k in self-funding 5:48 – How they raised €3M when they IPO'd 6:40 – Why they went public to fund acquisitions 8:30 – How their team has grown to 170 employees in Italy, Spain, Denmark, and the U.S. 9:15 – How they optimize for payback within 6 to 7 months 9:50 – Why they created BEEfree.io out of an accident 10:40 – How 3k companies are using BEEfree for over $1M in ARR 12:00 – The Famous Five

Yoa Pridor is the CEO of Buzzilla (https://www.buzzilla.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – How Buzzilla has been built as a social listening tool 1:20 – Why they offer both SaaS and professional services 1:40 – How 60% of their revenue comes from SaaS today 2:45 – Why people are paying $500 per seat, each month on average 3:15 – How they''ve grown to serve small enterprises 4:15 – Why the average customer is between three and ten seats 4:25 – How they launched the business in 2010 with $1.6M in total funding 4:55 – Why they've grown 40% in the last 12 months 5:30 – How Buzzilla landed almost 300 total companies 6:00 – Why they are doing around $400k in MRR right now 6:25 – How growth has come mostly from new customers thus far 8:45 – Why they've expanded to help governments monitor senitment 9:20 – How they are at 110% net revenue retention annually 10:15 – Why they are landing new customers through word of mouth and online marketing 10:45 – How their team has grown to 25 full-time employees in Israel 11:10 – Why they assume a lifetime value of around $65k over 42 months 12:00 – How their SaaS margins are around 80% with 40% margins on their professional services 12:25 – Why they aren't interested in raising additional capital at this point in time 13:10 – "Would you sell for $20M right now?" 13:35 – The Famous Five

Zee Aganovic is CEO of HiConversion (https://www.hiconversion.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How HiConversion helps improve the buying experience on eCommerce sites 1:30 – Why the average customer pays them $5k per month 2:30 – How they launched the current version of the company in 2014 3:15 – Why they self-funded before raising $10M from institutional investors 4:15 – How their last round of $3.5M came last year 5:15 – Why several hundred customers are using their platform right now 5:45 – How HiConversion has built numerous strategic partnerships 6:45 – Why 100 companies are paying to use their platform today 7:40 – How they've grown 10x in the last twelve months 9:05 – Why they've scaled to 27 full-time employees 11:10 – Why they are aiming for payback within one month 13:00 – How they've hit 10% gross revenue churn per year 13:45 – The Famous Five

Tim Valishev is the CEO of JivoChat (https://www.jivochat.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How they help customers better convert using chatbots 1:00 – Why they are north of $5M in ARR right now 2:55 – How their growth has accelerated in emerging markets 2:00 – Why they have grown to serve 230k websites worldwide 2:30 – How the average customer pays JivoChat around $13 per month 3:00 – Why they are different from Drift and Intercom 4:00 – How they have incorporated the calling-in feature 5:20 – Why they launched the company in January 2012 6:50 – How he landed his first 10 customers through existing relationships 8:10 – Why they are exhibiting 45% logo churn annually 9:45 – How they've scaled to 32k paying customers 10:15 – Why they are landing 20k new sign-ups per month 11:15 – How JivoChat is growing via word of mouth 14:00 – Why they spent $300k to break into the Brazilian market 16:00 – How their team of 120 is remotely distributed 16:45 – Why he wants to remain bootstrapped 17:40 – The Famous Five

Deidre Paknad is the CEO and co-founder of Workboard (https://www.workboard.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Workboard has been built to help companies acheive their stragtegic priorities faster 1:20 – Why the average customer is around $125k annually 1:45 – How they launched the company in 2014 2:45 – Why they've raised $12M in total capital thus far 4:45 – How they've landed 50 enterprise customers 5:15 – How they are doing around $520k in MRR today 6:30 – Why they decided to upsell based on number of seats 7:30 – How they are aiming for a 6 month payback period going forward 8:45 – Why they are hitting 140% net revenue retention 11:0 – How they are professional services and coaching to drive stickiness 12:20 – Why they are landing deals for around $17k with payback right away 13:35 – How their team of 55 is based in the Bay Area 14:15 – Why they aren't looking to raised until April 2019 15:00 – How she would view a $100M acquisition right now 15:50 – Why they are looking for a four month ramp period on their sales team 16:50 – The Famous Five

Michael Kamleitner is the CEO of Walls.io (https://walls.io/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – How he runs two companies of roughly the same size 1:00 – Why they've built Walls.io as a social media marketing tool 1:45 – How the average customer pays around $225 today 2:20 – Why they launched the company in 2014 and bootstrapped thus far 2:40 – How 500 customers are using their product today 3:50 – Why they are doing around $110k in MRR 4:05 – How they've grown 70% from around $70k in MRR twelve months ago 4:45 – Why churn is naturally high 6:55 – How he made the decision to run two companies in parallel 8:55 – Why their other product is an enterprise social media scheduling tool 9:15 – "Would you sell for $3M today?" 9:45 – How he is interested in spliting the company and raising capital 10:25 – Why they are having success in content marketing and paid advertising 11:45 – How they are paying around 100 euros to land a new customer 12:20 – Why they aren't spending more money on paid acquisition 12:55 – How their team is headquartered in Vienna 13:30 – The Famous Five

Scott Shatford is the CEO of AirDNA (https://www.airdna.co/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How Scott built AirDNA to fill his own need 1:10 – Why they are pulling in data from property managers and individual users 2:05 – How Scott used corporate leases to his advantage 3:15 – Why he launched AirDNA in 2014 3:50 – How he makes the decision to purchase or lease 5:20 – Why he factors in regulation risk and seasonality demand when making decisions 7:00 – How AirBnB is maximizing experiences for customers 8:00 – Why the average customer pays $50 per month 8:10 – How he founded the company with his dad 8:20 – Why their team of 34 is spread between Denver and Barcelona 9:00 – How they've bootstrapped the company to 5k active paid subscribers 9:30 – Why they are doing around $375k in MRR right now 10:00 – How they've more than doubled year over year 10:40 – Why they've struggled with retention to date 11:20 – How they are churning 20% of logos each month 12:45 – Why they don't spend anything on customer acquisition 14:10 – How to get smarter around pricing your property 15:10 – Why they are scraping 10M properties every single day 16:10 – How AirBnB is approaching $100M in transcation volume per day 16:30 – The Famous Five

JP Narowski is the CEO of KarmaCRM (https://www.karmacrm.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How KarmaCRM has been built as a niche CRM for professional speakers 0:45 – Why the average customer pays around $50 per month 1:20 – How he launched the company in 2011 1:30 – Why they are doing around $30k in MRR right now 1:45 – How they've grown 50% year over year 1:55 – Why they've grown with just $100k in outside funding 3:20 – How they've scaled to a team of 4 full-time employees 4:00 – Why they landed their first customers through organic channels 4:40 – How they target a CAC of $300 with payback in 6 months 5:30 – Why speakers love their pre-populated email templates and language within the product 6:15 – How they've gotten to 5% gross logo churn per month 7:10 – Why they assume an LTV of $1k over 20 months 7:35 – How they are looking to scale their business with partnerships 9:15 – Why they are looking to publish more content around the speaking niche 9:55 – How he views the future of the company 10:40 – Why he is using his free time to run a family eCommerce business 11:20 – How he would view a $500k acquisition offer 11:55 – The Famous 5

Greg Soper is the CEO of SalesAgility (https://www.salesagility.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – Why IT is heavily constrained with delivering value 2:00 – How competitive businesses leverage open source software 3:15 – Why some companies don't have enough capital to optimize out of the box software 3:55 – How they have built their business on top of an open source CRM 4:30 – Why they've had 1M downloads in the last 5 years 5:00 – How they make money doing consulting for their open source platform 5:45 – Why SalesAgility charges for hosting and usage 7:00 – How they are enabling businesses to own their data 7:30 – Why they are providing an alternative to cloud solutions 8:25 – How consulting is a large part of their business 9:50 – Why the average customer is paying them $10-15 per seat monthly 11:50 – How they are planning to launch a new SaaS product soon 12:30 – Why their SaaS product is subsidizing development 13:00 – How they've grown to serve 100 companies today 13:20 – Why they don't make their SaaS offering free 14:30 – How they are doing $5M in annual revenue overall 14:45 – Why their team of 40 full-time employees are based in Scotland 15:30 – How they've grown to scale by bootstrapping 16:00 – Why they are focusing on both SaaS and consulting 19:00 – The Famous 5

Richard Jones is the CEO of The Wayin Platform (https://www.wayin.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Wayin helps 150+ enterprise customers create interactice experiences 1:20 – Why they collect explicitly shared data 2:40 – How they provide many different mechanisms for engagement 5:25 – Why they don't own or share the data they collect 5:45 – How the average customer pays them $65k annually 7:10 – Why they are doing $10M+ in ARR right now 7:30 – How he launched the company in 2011 8:20 – Why he still has meaningful equity after merging and becoming CEO 8:55 – How they've grown to 72 full-time employees internationally and in the U.S. 9:25 – Why they are growing 62% year over year 9:50 – How their growth is coming from both new customers and expansion 10:30 – Why they are driving 125% net revenue retention annually 12:45 – How they are spending 2% of their revenue on marketing

Max Israel is Founder & CEO of Customerville (https://www.customerville.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – Why Max founded the company 15 years ago to scratch his own itch 1:30 – How he grew the business without venture capital 2:20 – Why they made the decision to pivot eight years ago 3:05 – How the average customer pays them $250k annually 4:05 – Why they decided to maintain bootstrapped 4:30 – How they funded the business with a small retail chain 5:30 – Why they serve more than 50 customers globally 6:00 – How they are doing around $1M in MRR right now 7:30 – Why they are growing 50%+ year over year 8:50 – How they've kept gross logo churn below 10% annually 10:00 – Why they are focusing on driving expansion revenue with new features going forward 10:15 – How their team has grown to around 40 full-time employees 10:45 – Why they spent up to $400k on Google AdWords in the past 12:10 – How they are evaluating new plans for growing their sales team 13:00 – Why they aren't in acquisition talks right now 14:00 – The Famous Five

Alex Raymond is the co-founder and CEO of Kapta (https://kapta.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Kapta helps account management teams get increase visibility 1:20 – Why companies pay them between $25k and $100k annually 2:05 – How they launched the company in 2016 as an employee engagement platform 3:35 – Why 30 customers are using Kapta right now 4:45 – How they are connecting directly into CRMs and financial systems 5:20 – Why they are doing north of $60k in MRR 6:10 – How they've more than doubled revenue year over year 7:20 – Why they've raised $1.5M in total capital 8:00 – How they've gotten to 110% net revenue retention annually 9:30 – Why they are starting to get annual payment upfront 10:00 – How they are spending less than $10k to land a new deal 10:50 – Why Kapta has scaled to three full-time employees in Boulder 11:45 – How they would look to raise $3-5M in a Series A in 2019 13:15 – The Famous Five

Michael Beebe is CEO of Dstillery (https://dstillery.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:20 – Why they help unlock brand's growth potential through data science and insights 01:20 – How they are fueling their offering with top advertising performers 02:10 – Why they are creating unique audiences based on limited information 03:20 – How they have created a competitive advantage with behavioral data 04:30 – Why they are still selling a data product on a CPM basis 05:20 – How they spend on revenue share or CPM model 06:00 – Why they are charging 20% regardless of the advertising platform 08:45 – How they have raised $60M with the most round coming in 2018 10:00 – Why they are building a pure-play SaaS product right now 10:45 – How starting out on a consulting basis can have a massive impact on launching a SaaS business 11:50 – Why they are taking up to 50% for every dollar spent on their platform 12:30 – How they have process $50M+ in transaction volume this year 12:50 – The Famous Five

Mickey Patton is President and CEO of Clear C2 (https://www.clearc2.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How they launched the company as an electronic rolodex 0:55 – Why they are built as a CRM for manufacturers 1:35 – How they average customer pays them $60 per seat monthly 2:20 – Why Mickey joined the company to launch the software division 3:00 – How they've scaled to 50 full-time employees 3:40 – Why they are working with 450 total customers today 4:30 – How they are serving around 100,00 total seats 5:20 – Why they put their sales teams on annual quotas 6:15 – How they exhibiting less than 10% gross logo churn annually 7:25 – Why they are transitioning to a more user-friendly model 8:55 – How they are paying around $10k to land a new customer right now 11:25 – How they are doing more than $3M in ARR 12:30 – Why they are growing 60% year over year 13:00 – Why they are past $5M in ARR 13:20 – The Famous Five

Craig is the founder and CEO of SalesNexus (https://salesnexus.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – Why he transitioned to SaaS 1:00 – How SalesNexus has grown to scale by bootstrapping 1:15 – Why the average customer pays them $150-$200 each month 1:30 – How he launched the company back in 2003 as a side-hustle 2:30 – Why they have grown to serve 5,000 total customers today 3:00 – How they manage implementation in-house to drive customer success 3:50 – Why SalesNexus is doing $3.5M in ARR 5:20 – How they added marketing automation features to increase pricing 5:55 – Why they have scaled from $3.25M in ARR 12 months ago 6:20 – How the average customer stays with them for 5 years 7:35 – Why driving customization leads to stickiness for SalesNexus 8:20 – How they are landing new customers via online advertising 9:15 – Why they are spending $300 in CAC right now 10:20 – How their team has grown to 20 full-time employees in Houston 11:10 – Why they are cash flow positive today 11:30 – How Craig still seems room for growth today 13:50 – The Famous Five

Alexander Hoogewijs is the CEO of SiteManager (https://www.sitemanager.io/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – Why SiteManager has found a niche serving freelance web designers and small agencies 1:40 – How the typical customer pays them $105 each month 2:35 – How they serve 138 customers with 350 total users 3:10 – Why SiteManager is doing $14k in MRR right now 3:30 – How they are landing customers via outbound sales 4:20 – Why most of their team is based in Belgium and remote 4:45 – How their gross monthly revenue churn is around 1% today 5:30 – Why they raised more than $850k in outside funding 7:20 – How they are shooting for $60k in MRR within the next year 8:00 – Why they are paying $1,400 in CAC today 8:55 – Why they are spending most of their cash on their sales teams and onboarding 9:30 – The Famous Five

1422 Nicolas Vandenberghe How He Drove $300k Expansion on $1m ARR Cohort in 12 Months Nicolas Vandenberghe is the CEO of Chili Piper (https://www.chilipiper.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:35 – Why they help businesses close more sales 2:10 – How the average customer pays them around $10k annually 3:55 – Why customers are pairing this technology with SDR's 5:05 – How they launched the company in January of 2016 5:20 – Why more than 200 customers are using their software today 6:10 – How they are at $2M in ARR right now 6:30 – Why they have hit net negative revenue churn annually 8:10 – How a majority of their growth has come from driving expansion revenue 8:35 – Why they have decided to bootstrap up to this point 9:35 – How they recieve payback 10:20 – Why the Chili Piper team has grown to 14 full-time employees 11:00 – How they are receiving payback within one month 14:40 – Why he would look to raise $5M at a pre-money valuation of $40M 15:35 – The Famous Five

1421 Michal Sadowski How He IPO'd $2m ARR Company on Polish Exchange Michal Sadowski is the Founder & CEO of Brand24 (https://brand24.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:24 – Why Brand24 now serve 2k customers each month 03:35 – How their average customer pays them $100 monthly 04:35 – Why they are doing $2.4M in ARR 05:05 – How they launched the company back in 2011 05:15 – Why their team of 65 full-time employees is based in Poland 05:45 – How they've grown to scale with just $300k in venture capital 08:40 – Why they are up from $1.8M in ARR twelve months ago 12:20 – How Brand24 is exhibiting 5% to 7% gross logo churn per month 13:21 – Why they are landing new customers for $280 in CAC 13:45 – How they assume an LTV of $1,500 over 15 months 14:00 – The Famous Five

1420 Joshua Keller He Went Zero to $1m in ARR in 6 Months, Bootstrapped Joshua Keller is the Founder and CEO of Maximus (https://maximus.live/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 01:30 – Why their customers pay them $1k per month 02:55 – How they launched the company in 2017 04:00 – Why they have grown to scale by bootstrapping thus far 04:20 – How they have landed 25 total customers 04:50 – Why Maximus is doing $75k in MRR right now 07:00 – How their gross churn is between 2-3% monthly 08:05 – Why their team of 20 full-time employees is based in New York, Miami, Los Angeles, Austin, Ukraine, and India 09:20 – The Famous Five

1419 Bill Kahlert "I Don't Know What Logo Churn Means", I Predict They'll Be Dead in Bill Kahlert is the Co-founder of INBOX25 (https://www.inbox25.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:15 – Why INBOX25 provides marketing automation and customization 00:35 – How they charge their average customer $300-$400 per month 00:55 – Why he launched the business in 2007 01:40 – How they have grown to serve 4k user and 2k paid customers 03:30 – Why their pricing scales based on the size of your database 04:45 – How they are retaining more than 95% of their customers annually 06:10 – Why their customers typically stay with them for years on end 06:45 – How INBOX25 thinks about lifetime value and CAC 07:40 – Why they are aiming for payback within 6 months 08:10 – How their team has less than 50 employees

1418 $1m on $10m pre would raise. Would sell for $10m today. Sean Leonard $2.4M ARR Marketing Automation Company CEO Would Sell for $10M Today Sean Leonard is the CEO and co-founder of ActiveDEMAND (https://www.activedemand.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:35 – How ActiveDEMAND functions as a marketing automation platform 1:15 – Why they've decided to feature professional services 1:50 – How the average customer pays them $400 monthly 3:20 – Why he launched the company in 2014 out of an agency 4:40 – How they've scaled to serve 500 agencies 5:00 – Why they are doing between $200k and $300k in MRR 6:00 – How ActiveDEMAND is growing 30% year over year 6:50 – Why they are growing through a land and expand model 7:30 – How they are landing agencies through partner webinars and content marketing 9:40 – Why they spend $800 to land a new customer 11:10 – How they've grown to less than 50 full-time employees in Alberta 11:40 – Why they are planning on raising capital 13:00 – How he would be happy with a $10M pre-money valuation 14:00 – "Would you sell for $10M today?" 15:00 – The Famous Five

1417 Tom Axbey CloudHealth CEO On $500M VMWare Exit, 70% yoy Growth, $50m+ in ARR Tom Axbey is the President and CEO of CloudHealth Technologies (https://www.cloudhealthtech.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How CloudHealth helps businesses manage visibility, cost management, security, and governance of their cloud infrastructure 1:40 – Why the average customer pays them between $50k and $1M annually 2:10 – How they launched the company in 2012 3:20 – Why they've raised $86M in total capital thus far 4:15 – How CloudHealth has grown to serve 3,500 total customers 4:50 – Why they are doing between $50M and $100M in ARR today 6:30 – How they are growing 70% year over year 6:50 – Why they are at 104% net revenue retention at this point in time 7:45 – How they are targetting a payback period of 6 months 9:40 – The Famous Five