We thought we were ready.

Bigger deals. Fewer customers. Better margins. That was the dream.

So we built enterprise features. SSO. Advanced permissions. Audit logs. A whole new pricing tier starting at $2,000/month.

We spent 6 months. Three engineers. One dedicated product manager. Endless meetings about "enterprise readiness."

I genuinely love listening to podcasts. It's one of the best ways I've found to stay on top of new trends, pick up strategies I wouldn't have discovered otherwise, and come across founders and operators I'd never stumble on through regular reading.

So I'm always on the lookout for new ones worth adding to the rotation.