In this episode of Startup Dad, Adam Fishman sits down with Colin Anawaty, technologist and founder of Flying A Capital. He’s also a single dad of two boys, navigating the challenges of fatherhood and entrepreneurship after divorce.

Colin opens up about how his kids have become his greatest teachers, why he believes accountability and independence should start young, and how joining a men’s group helped him prioritize relationships, including the one with himself. From Montessori principles to Mario Kart lessons, Colin shares how parenting frameworks and founder mindsets overlap in surprising ways. We discussed:

Parenting through divorce: What it’s like to reset life as a single dad and how his kids’ resilience has inspired him.
Learning from mistakes: How modeling vulnerability and apologizing to his kids has built trust and maturity.
Resilience vs fragility: Why Colin believes kids are more robust than we give them credit for.
Why no dad has it all figured out: Colin’s honest take on navigating career, parenting, and personal growth.
The role of technology and AI: From skepticism to playful experiments, turning kids’ crayon drawings into Pixar-style characters.