CEO Confessions: Loneliness, Building the Right Team & Bold Growth

Bold Business Podcast · Jul 2, 2026 · 41m

You started your company because you were exactly what it needed. Then your company grew, and suddenly you became the problem. No one tells founders this part of the story — not in the highlight reels, not in the fundraising pitch decks, not until you're standing alone at 2 a.m. wondering if you're the one holding the business back.

Scaling isn't just an operational challenge. It's a personal reckoning. The skills that got you here won't get you there. The team that was scrappy and loyal will need to be rebuilt. And the exhaustion you're feeling? That's not a weakness. That's a signal you're…