Podcast Episodes
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#404 – How Tim Barker proved the software org chart is now optional
Season 9 Episode 404
A story about rebuilding how a company runs from the ground up.
This podcast is for SaaS founders wondering whether the playbook they've been running…
3 months, 2 weeks ago
#403 – Why Amos Bar-Joseph rejected the playbook every unicorn ran
Season 9 Episode 403
A story about questioning the play itself—not the execution.
For SaaS founders quietly wondering whether their next round will fix what the last one …
3 months, 3 weeks ago
#402 – How Joseph Lee refused to outspend his rivals — and outgrew them anyway
Season 9 Episode 402
A story about advantages that capital cannot buy.
This episode is for SaaS founders who are watching better-funded rivals raise round after round—and…
3 months, 4 weeks ago
#401 – How Alex Levin grew Regal 4x while ignoring what everyone else was doing
Season 9 Episode 401
A story about refusing what the market expected—and a business that grew stronger for it.
This episode is for sales-led SaaS founders wondering why a…
4 months ago
#400 - What 99 CEOs wish they'd known sooner
Season 9 Episode 400
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 fro…
4 months, 2 weeks ago
#399 – How Louis Hoch rejected the obvious customers—and grew when rivals collapsed
Season 9 Episode 399
A story about choosing who not to serve—and building competitive advantage no crisis can touch.
This episode is for sales-led SaaS founders who've ne…
5 months ago
#398 – How Scott Reynolds bet on depth over breadth and built a position that sticks
Season 9 Episode 398
A story about choosing the hard problem—and winning because of it.
This episode is for sales-led SaaS founders who feel their product lead shrinking—…
5 months, 1 week ago
#397 – How Dean Mathews rejected conventional growth and built a company 170,000 people rely on every month
Season 9 Episode 397
A story about measuring success differently—and what that single decision builds.
This episode is for SaaS founders who sense their growth metrics ar…
5 months, 2 weeks ago
#396 – Why Hewitt Tomlin reversed course at $10M
Season 9 Episode 396
A story about admitting your own strategy pulled you away from what matters.
This episode is for sales-led SaaS founders wondering whether their expa…
5 months, 3 weeks ago
#395 – How Bassem Hamdy created something no competitor can touch
Season 9 Episode 395
A story about destroying your own work—and creating what lasts.
This episode is for sales-led SaaS founders who suspect their product is slowly becom…
6 months ago