I’m talking about Cleared, my second venture: what it is, why I built it, and why I’m not going to dress it up in founder mythology and sell you a story about destiny. I started this company because I’ve seen first-hand what happens when the financial system can’t read you — when you’re earning, working, building, and still somehow invisible to the infrastructure that’s supposed to let you live your life.

But this episode isn’t really about the business. It’s about what it actually feels like to do this a second time. When you know too much to be naive and not enough to feel safe. When two investors pull out over a weekend because of a war starting on the other side of the world. When the doors that were briefly opened to founders like me have quietly closed again — and been repainted to look like they were never there.

I talk about the friends who are overqualified and underpaid, grinding through six-round interview processes for jobs they could’ve managed years ago — and why that takes a kind of courage we never put on a pedestal. I talk about the myth of the brave founder, who the safety net actually belongs to, and why risk tolerance is sometimes just a bank account with a different name.

This isn’t a pitch. It’s not a highlight reel. It’s me, at the intersection of terrified and certain, trying to figure out if those two things can coexist long enough to build something real.

Because if the traditional path no longer guarantees security, and the alternative path never promised it — what exactly are we all working towards?

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