2 resources from Reboot.io we point founders to, and the questions each answers.
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Why we picked it
Jerry Colonna was a top-tier VC before he became the coach founders call when the company is doing fine but they are not. Reboot is the canonical example of a practitioner who genuinely gets startups: his radical self-inquiry blends operating reality with the unconscious patterns underneath, which is exactly the coaching-that-shades-into-the-deeper-work you want. The free Reboot Podcast archive lets you hear real founders do this work before you ever pay for a session.
Why we picked it
This is the canonical first-hand account of exactly what you are describing. Rand Fishkin walks through his 'long, ugly year' of depression after years of scaling Moz, and Jerry Colonna, the coach founders go to when they crash, names the mechanism: your identity got fused to the company, and the numbness is the bill coming due. The episode opens with a room of VC-backed CEOs asked who struggles with serious depression, and nearly every hand goes up. It reframes numbness as a common late-stage founder state, not a personal defect, and models the radical self-inquiry that starts the recovery.
