This podcast is for SaaS founders wondering whether the playbook they’ve been running is still enough to keep their edge.
Most software CEOs scale by hiring. Few question that.
Tim Barker, CEO of Attain IP, walked away from the obvious next move. After scaling Salesforce in EMEA, leading DataSift through Twitter’s data shutdown, …
For SaaS founders quietly wondering whether their next round will fix what the last one didn’t.
Most founders who fail try harder the next time.
Amos Bar-Joseph, co-founder and CEO of Swan, took a different path. Three-time founder. Two prior B2B startups built on the unicorn growth-at-all-costs playbook—both ended in failure. …
This episode is for SaaS founders who are watching better-funded rivals raise round after round—and questioning whether outspending is really the only way to win.
Most founders chase scale before they’ve earned the right. Joseph Lee, CEO of Supademo, took a different path. After six years and several pivots in his previous company, …
This episode is for sales-led SaaS founders wondering why adding more people keeps making growth harder, not easier.
When I last spoke with Alex Levin in 2022, Regal was already scaling. Since then, revenue has grown 4x—with the exact same team.
Back in 2022, Regal was growing fast, …
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, …
This episode is for sales-led SaaS founders who’ve never tested whether their revenue would survive a major market shock — and aren’t sure they want to know the answer.
Most software companies are built to serve as many customers as possible. Louis Hoch, CEO of Usio, chose differently.
Louis has been building in payments since 1998. …
This episode is for sales-led SaaS founders who feel their product lead shrinking—and wondering what actually creates a position competitors can’t close.
Most founders chase obvious markets. Scott Reynolds chose a complicated one nobody else wanted.
Scott, co-founder and CEO of UpCodes, is a trained architect who has lived the pain of navigating construction regulations. …
This episode is for SaaS founders who sense their growth metrics are missing something — and can’t put their finger on what.
Many SaaS companies track monthly active users. Dean Mathews asks a different question when he looks at that number.
Dean Mathews, Founder and CEO of OnTheClock, launched his time-tracking company in 2004 after reading complaints in a small business forum. …
#396 – Why Hewitt Tomlin reversed course at $10M | RSS.com
This episode is for sales-led SaaS founders wondering whether their expansion strategy is building strength—or spreading them thin.
Most SaaS founders treat $10M as proof the playbook works. Hewitt Tomlin treated it as a reason to question everything. …
This episode is for sales-led SaaS founders who suspect their product is slowly becoming a custom shop—and don’t know how to stop it.
Bassem Hamdy, CEO and Co-Founder of Briq, has spent 25 years in construction technology—three software revolutions, three companies.
He says Briq found product market fit every 24 months. …
