VIDEO: 8 Lessons I Learned Selling Two Startups In 12 Months

One VC-backed team effort, one bootstrapped solo side hustle

Entrepreneurs succeed by figuring out what they’re doing wrong and making the right adjustments. That’s what we call learning from failure, and frankly, it’s not a lot of fun.

But a lot of entrepreneurs don’t realize they can learn just as much from their successes as from their failures, provided they take the time to review those successes and extract the lessons.

A long time ago, in a perfect storm of circumstances, I wound up selling two companies nearly back-to-back — one as a part of a talented VC-backed team, and another totally on my own.

Here’s my story and — now that I have the proper amount of hindsight — the most important lessons I learned.

If you want more tactical advice for entrepreneurs, innovators, and leaders, become a member at Teaching Startup, my project to make that kind of advice and mentorship more accessible.