[klodolph]

Some definitely don't. It's easy to end up with no experience with modern tech stacks after leaving a position. Some environments ossified years or decades ago and make it easy to bury your head in the sand once you're there.

You could spend years at a company working with internal frameworks or internal forks of old open-source projects, and when you change jobs, you realize that everyone's using React and all of your experience is with some half-baked alternative to Rails that someone at your last company cooked up in 2008.

Or you could even be a bona fide OS/360 wizard who hasn't touched anything else for the past thirty years, who suddenly finds themselves looking for a new job--not that there's zero demand for OS/360 experts, but it can be very tough to find positions.