I worked for https://collage.com/ which was an amazing, 10/10 experience. The company was quite profitable, brimming with intelligence, and had a successful, 9 figure exit to PE. PE merged us with several other companies while bringing in new leadership. New leadership grossly mismanaged the org and caused it to collapse. Collage was shut down 18 months post-acquisition, due to excess liabilities, after failing to find a buyer for $1.

I was in golden handcuffs for a bit. I resigned shortly after they expired.

Reasons:

1. 90% of my coworkers had resigned already.

2. Half a decade of my work was destroyed rather unceremoniously.

3. We'd been without a CFO for six months and, when we got a new one, they realized we needed to fire ~40% of people to make budget work.

4. No technical experts were still employed for the remaining codebase. Remaining engineers were asked to get in there and just start hacking at it in an attempt to ship features, but had effectively zero awareness of a decade-old codebase.

5. I'm a bit controlling and wanted to feel like I had the ability to fix things, but I did not. That sense of loss drove a lot of anxiety and burnout in me.

Not an especially compelling list of reasons to stick around. When I wasn't selected for the final round of layoffs (because they wanted me to run stuff) I decided to bail without unemployment lined up. Very much so worth it, IMO.