#400 - What 99 CEOs wish they'd known sooner
The Remarkable SaaS Podcast · 2026-04-15 · 35 min
Episode notes
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.