I know of a number of instances where folks left Stripe and took an extended break before doing something else. I've heard a few nightmare on call stories (we all have stories but these sounded really severe/frequent). I've heard folks describe their workload as operational heavy with little opportunity to actually develop software or build things. I've heard a few things that make me wary of past and current middle managers there.
It's funny. I imagine it's possible to have a company full of smart, kind, hardworking people but a culture where operational work is celebrated and embraced rather than solved and reduced.
I've had nothing but good encounters with Stripes and ex-Stripes but something seems off, and this post inadvertently reveals some of that.