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Robin Eisler is the founder and CEO of BoosterHub, an all-in-one software platform that helps high school booster clubs manage fundraising, payments, accounting, communications, and merchandising without relying on school districts or a pile of complicated tools. In this episode, Robin shares what it truly takes to build a vertical SaaS company from the ground up, bootstrap it through the toughest early years, and eventually watch compounding growth begin to take shape. Robin did not come from the software world. She discovered the problem firsthand while running a booster club and saw volunteers struggling with more than fifteen different tools just to keep things running. What began as a simple “there must be a better way” idea has grown into a sticky, system-of-record platform used by hundreds of booster clubs and more than 100,000 users, processing tens of millions of dollars in transactions. This is not a flashy overnight success story. It is a real and ongoing founder journey built on patience, disciplined systems, a clear focus, and steadily increasing leverage over time. Key Takeaways Tiny Teams Work - Two employees plus contractors can build serious SaaS with focus, systems, and modern tooling. Sticky Beats Big - Hundreds of small customers compound more reliably than a handful of enterprise deals. Seasonality Is Real Education-adjacent - SaaS must survive cash spikes and winter slowdowns without panic. Founder-Led Marketing - Consistent content from the founder still drives inbound growth in niche markets. All-In-One Wins in Verticals - Being the system of record makes churn low and customer value expand naturally over time. ⏱️ Chapters: 0:00 – Early signs of compounding 1:05 – Welcome & guest intro 2:30 – What BoosterHub does 5:09 – Inside booster clubs 7:52 – Why schools stay hands-off 10:08 – Fundraising & payments explained 13:30 – Small team, big product 15:04 – Seasonality and cash flow 18:03 – Compounding revenue flywheel 19:48 – Pricing and customer economics 23:10 – Founder origin story 25:52 – Learning SaaS from scratch 29:14 – Building with a global dev team 36:28 – Systems, automation, and leverage 39:57 – The long bootstrap journey 🔗 Links Robin Eissler on LinkedIn - / robineissler BoosterHub on LinkedIn - / boosterhubllc BoosterHub website - https://www.boosterhub.com/ About Practical Founders and Greg Head Practical Founders build valuable software companies without big VC funding. This growing community of practical founders are winning the startup game with successful exits of $20 million to $100 million for founders, if they ever choose to sell. There has never been a better time to be a practical founder. Greg Head is the founder in chief of Practical Founders. He is a 30-year software industry veteran who was part of the startup-to-scale journeys of three different CRM software companies, including one IPO. He is now an active advisor, community builder, and speaker who helps founders of SaaS software startups worldwide. Greg is a paid strategic advisor to 40 early-stage SaaS company CEOs with his Practical Founders Peer Groups and his 1-1 CEO advisory programs. He hosts the weekly Practical Founders Podcast where he interviews successful founders who grew valuable software companies without big funding. Connect with Greg and Practical Founders: Greg Head on LinkedIn / gregheadaz Subscribe to Practical Founders on YouTube: / @practicalfounders Practical Founders Podcast https://practicalfounders.com/podcast Practical Founders Peer Groups https://practicalfounders.com/peer-gr... Greg’s blog https://practicalfounders.com/articles Get the Practical Founders weekly newsletter https://practicalfounders.com/newsletter