I sit down with one founder who closed their company and ask them to tell the full story. Not the comeback. Not the lesson learned. What shutting down actually felt like. If you've been in that place, this is for you.
We hear about the comeback, the pivot, the next big thing. We almost never hear about the final update. Kevin talks about the last email. The conversation where you tell people who trusted you with their money that it's over.
Read this chapterThe number one quality of a founder is grit. But that same quality is what makes it almost impossible to tell the difference between "this isn't working yet" and "this isn't going to work." Kevin walks through the compounding moments that turned into dread. The moment he finally called it.
Read this chapterThe pivot opportunity becomes clear when you're least equipped to make it. By the time you can see exactly what you should do, you've usually spent the time and money it would take to make it happen. Kevin on why pivoting sounds simple. And really isn't.
Read this chapterAs a founder, your lived experience feels like your edge. But that same closeness can make you myopic. Kevin shares his biggest regret, and the difference between the thing you lived through and the thing you're actually built to do.
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Founder · RunTime Technologies
More than a decade building RunTime Technologies, a CMS startup during the early days of Silicon Alley. Five years too long. Bob on survival mode, the consulting trap, and why a managed exit is still a win.
May 2026Founder · TBA
June 2026Your host
I shut down my own startup and spent a long time with no outlet for what I was going through. There was no honest account of shutdown as its own chapter. I made The Final Update for founders in that same place: still in it, recently out, or trying to make sense of what happened.
One founder a month. Chapters every Friday.