Rob Maigret

Rob Maigret

I've been an entrepreneur for 25 years. More fails than wins — but the wins have been worth it.

Helping usher in the online content revolution. Selling to Disney. Shipping BB-8. The early days of AI, up to now. Four technology revolutions with a working role in each — internet, mobile, social, AI — early enough each time to tell what actually changes from what just gets rebranded.

I've learned some things. Integrity and character matter more than any technology, revenue, profit, or fundraise. I don't always live up to my morals — but I don't ignore them.

I like problems with no existing playbook, systems that disappear into the background, and teams built on trust.

I was born and raised in Warwick, Rhode Island. My father is an electrical engineer and inventor; my mother a politician, policymaker, and registered nurse. I went to public school, and I did poorly — no fault of the many wonderful teachers I had. I just couldn't find my place, or my people.

I discovered theatre at community college, and it changed my trajectory. I went to Boston, graduated from Emerson College, and found a piece of myself. Later I moved to Los Angeles and lost that part — well, traded it in for technology. But at heart I'm a storyteller, and it turns out storyteller and strategist run on the same muscle. So I started writing my own story.

Usually biking the hills, deep in a homelab, or connecting dots that weren't supposed to touch — until they were.