After the Wire Transfer: What a $1 Billion Exit Actually Feels Like (featuring Bobby Castro)
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After the Wire Transfer: What a $1 Billion Exit Actually Feels Like (featuring Bobby Castro)
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概要
Bobby Castro built a fintech company from scratch — no investors, no outside capital — and sold it three times: $250M, $600M, then $1 billion.
And when that final wire hit? Nothing. No fireworks.
In the first-ever guest episode of I'm Rich. Now What?, Bobby gets real with Tim and Mark about what actually happens after the big exit — the disappointment, the near-bankruptcy five years before the billion, the missed moments with his kids, and why he walked away at the top to build something he calls a 100-year legacy plan.
In this episode: why the exit fell flat, the "nonrefundable minutes" framework, when to sell, raising kids around money without ruining them, and why transparency is the whole game.
Bobby Castro is a fintech exit veteran ($1.85B+), real estate investor ($800M portfolio), co-founder of R360, and author of Outsider.