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SaaS Backwards - Reverse Engineering SaaS Success

Ken Lempit

We interview CEOs and CMOs of fast-growing SaaS firms to reveal what they are doing that's working, and lessons learned from things that didn't work as planned. These deep conversations focu...

Episodes

20 of 201 episodes

Ep. 201 - The Future of SaaS Go-to-Market Is Signal-Based

Send us Fan Mail Guest: Jonathan Spier, Founder & CEO of GetRev -- Intent data changed B2B SaaS go-to-market, but the next evolution may be...

26:58Oct 7, 2026

Ep. 200 - ABM Then and Now: Can AI Achieve Meaningful Personalization at Scale?

Send us Fan Mail Guests: Sangram Vajre, Co-Founder & CEO of GTM Partners, and Amos Bar-Joseph, Co-Founder & CEO of Swan AI -- AI is changing...

45:08Sep 8, 2026

Ep. 199 - What AI Taught One Founder About the Future of SaaS

Send us Fan Mail Guest: Ivan Lee, Founder & CEO of Datasaur We’re looking at what happens when AI changes the market faster than the old Saa...

27:30Jun 5, 2026

Ep. 198 - How to Make Your SaaS Company More Fundable

Send us Fan Mail Guest: Anthony Nitsos, Founder of SaaS Gurus A SaaS company doesn’t become fundable because it’s growing—it becomes fundabl...

35:11May 22, 2026

Ep. 197 - The SaaS Retention Problem Starts Before the Customer Signs

Send us Fan Mail Guest: Jason Roberts, Fractional Client Operations Executive at Scale CxO -- In this episode, we explore why SaaS retention...

26:35May 1, 2026

Ep. 196 - The SaaS Opportunity Hidden Inside Services

Send us Fan Mail Guest: Dillon Okner, Founding Partner of The Oak Group / SiteRise -- In this episode, we look at how a services business ca...

25:29Apr 24, 2026

Ep. 195 - Why Code No Longer Drives SaaS Value in the AI Era

Send us Fan Mail Guest: Tim Schumacher, Co-Founder of saas.group -- In the AI era, code alone no longer drives SaaS value the way it once di...

26:16Apr 17, 2026

Ep. 194 - The SaaS AI Trap: Fast Answers, Bad Decisions

Send us Fan Mail Guest: KG Charles-Harris, Founder & CEO of Quarrio -- The SaaS AI trap is believing fast answers are good enough when the r...

26:43Apr 10, 2026

Ep. 193 - SaaS AI Readiness: Why Most GTM Teams Aren’t Ready for Agents

Send us Fan Mail Guest: Cliff Simon, CEO & Founder of Polaris Ops -- AI may be everywhere in SaaS right now, but most go-to-market teams sti...

24:00Apr 3, 2026

Ep. 192 - Why SaaS Growth Now Starts After the Sale

Send us Fan Mail Guest: You Mon Tsang, Co-Founder & CEO of ChurnZero -- In this episode of SaaS Backwards , Ken Lempit talks with ChurnZero...

23:57Mar 27, 2026

Ep. 191 - The Next SaaS Wave: Don’t Sell the Tool, Own the Outcome

Send us Fan Mail Guest: Sai Dhanak, CEO & Co-Founder of Deduction -- AI is changing SaaS, but this episode argues the bigger opportunity may...

25:57Mar 20, 2026

Ep. 190 - The SaaS Founder Bottleneck: Why Founder-Led Sales Stops Scaling

Send us Fan Mail How to turn founder instincts into a repeatable pipeline engine. Guest: Javier Lozano, Fractional CMO & GTM Leader -- Found...

33:05Mar 6, 2026

Ep. 189 - SaaS in the AI Agent Era: Org Chart For Your Agents

Send us Fan Mail Guest: David Gabriel, VP of Marketing at Rhumbix -- AI-Enabled Go-to-Market Strategy, Agentic Marketing, and SaaS Margin Ex...

36:33Feb 27, 2026

Ep. 188 - SaaS in the Age of AI: Augment, Bolt On, or Become Obsolete

Send us Fan Mail How SaaS CEOs Should Navigate AI-Native, AI-Augmented, and Bolt-On AI Strategies to Protect Revenue and Reduce Churn Guest:...

28:20Feb 20, 2026

Ep. 187 - Your SaaS Isn’t Broken—Your Execution Is

Send us Fan Mail Why SaaS companies stall at $10M, how execution breaks down, and what founders must change to scale -- Guest: Mark Abbott,...

33:49Feb 6, 2026

Ep. 186 - What SaaS Leaders Get Wrong About AI

Send us Fan Mail Guest: Lara Shackelford, SVP of Growth Marketing at iCapital -- Most SaaS companies are investing heavily in AI, yet many s...

31:20Jan 30, 2026

Ep. 185 - This SaaS Didn’t Scale With Hype — It Scaled With Systems

Send us Fan Mail Guest: Kevin Jacobson, CEO at Foxen -- Most SaaS companies try to scale by adding headcount and channels. Foxen scaled by t...

32:56Jan 16, 2026

Ep. 184 - Why Traditional SaaS GTM Collapses in a Self-Service World

Send us Fan Mail Guest: Dave Boyce, Executive Chairman & EVP of Product at Winning by Design -- Most SaaS companies are still built to sell....

34:40Jan 2, 2026

Ep. 183 - What $100M SaaS Companies Do Differently

Send us Fan Mail Guest: David Karandish, Founder & CEO of Capacity -- Most SaaS companies don’t fail because the technology is bad. They fai...

31:46Dec 19, 2025

Ep. 182 - What Most SaaS Founders Get Wrong About Go-to-Market

Send us Fan Mail Guest: Prasanth Chilukuri, Co-Founder & Managing Partner at Soul Street Ventures -- The biggest threat to early-stage SaaS...

37:09Dec 5, 2025