This post is part of a Youtube/Click-able Blog Series called “After The Exit” — the show where I interview CEO’s after they’ve sold their startup and have them share the lessons they learned in blood about business, relationships, and life. Look — you can learn a couple of tips from how they built it, but the real wisdom — the moral of the story — comes at the end — after the exit.

Today I'm really excited to introduce you to my friend Jonathan Smith, former CEO of Kai. Before Kai he was a Chief of Staff for a consumer research firm, then applied what he learned there to launch an app for a megachurch in Cincinnati. From there he built Kai - a conversational fitness coach powered by AI. They raised around $100K from friends and family and went through back to back accelerators - first a faith-based accelerator called Ocean, and second Techstars Chicago. Shortly after leaving Techstars they shut down the company due to a lack of fundraising traction.

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