# #400 - What 99 CEOs wish they'd known sooner

Page: https://stenobird.com/podcast/the-remarkable-saas-podcast-611955/400-what-99-ceos-wish-they-d-known-sooner
Text version: https://stenobird.com/podcast/the-remarkable-saas-podcast-611955/400-what-99-ceos-wish-they-d-known-sooner.md
Podcast: [The Remarkable SaaS Podcast](https://stenobird.com/podcast/the-remarkable-saas-podcast-611955)
Published: 2026-04-15T09:47:19+00:00
Episode link: https://rss.com/podcasts/the-remarkable-saas-podcast/2737395
Audio file: https://content.rss.com/episodes/336633/2737395/the-remarkable-saas-podcast/2026_04_15_12_53_32_1fca4b14-8aaf-444f-a4ce-e0277acc2eed.mp3
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JSON: https://stenobird.com/v1/public/podcasts/the-remarkable-saas-podcast-611955/episodes/400-what-99-ceos-wish-they-d-known-sooner
Duration seconds: 2075

## Resource

Four hundred episodes. When I started this podcast, I had one simple belief: the best lessons in building a remarkable software company don't come from business books or consulting frameworks. They come from CEOs who've lived it — the ones who made the hard calls, paid for the wrong assumptions, and built something worth talking about. I went back through the last 99 conversations — and pulled the 18 insights that I believe will genuinely open your eyes. Not the ones that make you nod. The ones that hold a mirror. I selected them for one reason: each one connects directly to the traits I write about in The Remarkable Effect . The patterns that separate the software companies people keep talking about from the ones that quietly disappear. Six don'ts. Twelve do's. The don'ts follow one thread — each one is an assumption that ended up costing a CEO everything. The do's move from the inside out — who you need to be, how you compete, how you grow, and who you put around you. Here's who you'll hear from: DON'TS Harpreet Singh, Co-CEO Launchable — on the mistake that erodes confidence in leadership faster than anything else Josh Ellars, CEO OpenGTM — on the decision he kept making wrong, more than once Ed Bradley, CEO Virtualstock — on why being turned down by every investor was the best thing that happened to him Emeric Ernoult, CEO Agorapulse — on the reason he almost gave away part of his company for nothing Krishna Raj Raja, CEO SupportLogic — on which hiring mistake is actually more dangerous Jason Cohen, Founder WPEngine — on the belief that quietly kills more scaling companies than anything else DO'S Matt van Itallie, CEO Sema — on why the leadership book's answer didn't work Richard White, CEO Fathom — on what the best YC founders had in common that surprised him Matt…

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