Episodes
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#220: You Can Skip Venture Capital and Still Raise Too Much - Jerry Nettuno
Not summarized yet
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#219: Vibe-Coded Isn't Validating: Rob Walling's Warning for AI-Era Founders - Rob Walling
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#218: He Built Debt Collection SaaS While Paying Off $1M in Personal Debt - Josh Allen
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#217: His Hardest Lesson: Going Too Fast Was More Risky, Even With Funding - Shawn Boyer
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#216: Messy Financials Killed a Good LOI and Slowed a Profitable SaaS Sale - Riccardo Pisano
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#215: How This Early-Stage Growth Equity Partner Is Investing in SaaS in 2026 - Steve Wolfe
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#214: He Stopped Being the Face of the Company Before He Sold It - Heath Adams
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#213: She Took on a Growth Equity Partner for the Advice, Not the Money - Lynn Burghardt
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#212: The Practical Case for Payments-Driven SaaS Growth, Not Subscriptions - Jay Majaraj
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#211: This Practical Bootstrapper Scaled Up and Became a Serial Acquirer - Ajay Gupta
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#210: 4th Time Founder: Solve Distribution First, Write Code After - Vic Levitin
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#209: Leading from Both Sides of the Table as a PE-Backed SaaS CEO - Steve Oriola
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#208: How AI Rewrote What Active SaaS Buyers Want in 2026 - Mike Lyon
Buyer criteria for SaaS exits are changing rapidly in 2026, primarily due to AI concerns.
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#207: Former Teacher Built a Market-Leading School Hiring Marketplace - Wayne Cartmel
Distribution and execution are the most critical factors for SaaS and marketplace success. Building a product is the easy part; getting it adopted requires resilience and disciplined go-to-market efforts.
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#206: He Sold at $3M ARR and Got a 10X+ Exit to a PE Buyer - Eran Galperin
Low customer churn (<1% monthly) significantly increases a SaaS company's valuation and attractiveness to investors.
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#205: Domain Knowledge Is the New Moat, Not Features and Code - Cliff Sentel
In the AI era, domain expertise and proprietary data provide a significant competitive advantage—your moats become wider with specialist knowledge.
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#204: He Sold a Majority, Gave Up Control, and Became Indispensable - Matthew Bullis
Solve any problem — A bootstrapper's real value is surviving anything and solving what breaks.
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#203: Every Software Team Should Put AI Agents on the Org Chart - Nick Olsen
AI-first engineering is now essential; companies ignoring it risk falling behind.
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#202: Practical Fintech: Surviving Payment Platforms and Big Banks - Paul Hoeper
Shifting from SaaS subscriptions to embedded payments can dramatically increase revenue per customer, as seen with InvoiceASAP’s growth from $9 to over $80/month.
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#201: Creating a New Category in SaaS for Key Account Managers - Jerry Alderman
AI is seen as an accelerator in key account management, enhancing efficiency but not replacing the human relationship and judgment involved.
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