Hacks & Hobbies

What if you could build a company you never have to run again—yet it keeps growing, thriving, and changing lives? In this episode of Hacks and Hobbies, Junaid sits down with entrepreneur, investor and mentor Steven Endacott, who sold his travel and insurance businesses (including Holiday Taxis for $60M) and then chose a new game: helping the next generation of founders build AI-powered companies he never has to operate. Steven reveals the model behind his incubator, where experienced “gray hairs” and young AI natives build disruptive B2B products together. He breaks down how to find people you can actually trust, how to structure equity so it doesn’t trap you later, and why most founders get “replacing themselves” completely wrong. If you’ve ever dreamed of stepping back from the day-to-day without stepping away from impact, this conversation is your blueprint. In this episode, you’ll discover: How Steven sold his companies and rewired his identity from operator to chairman The powerful model pairi