
25/09/2025
This episode is all about the leap. The grit. And the reality of building a startup from scratch in the short-term rental world. If you've ever stared at a clunky check-in system or juggled five tools just to welcome a guest, this one's going to hit close to home.
Our guest is Michael O’Connell, founder of Happy Guest; a smart, frictionless platform designed to simplify guest journeys from check-in to check-out. Before launching Happy Guest, Michael led strategic sales and partnerships at Turno and worked across the STR tech landscape. He knew the chaos operators were facing and decided to fix it.
This is a raw, honest chat about what it really takes to go from idea ➡️ ex*****on. Michael opens up about the sacrifices, burnout, and brutal clarity needed to survive the startup rollercoaster, without a fancy VC cheque.
This episode is all about the leap. The grit. And the reality of building a startup from scratch in the short-term rental world. If you've ever stared at a c...