I work at a medium size company with hundreds of Linux servers and none of them get updated. Because it’s more important that they keep running as they are than to have the latest updates. I bet this is very common for most companies.

Updates in Linux are far more tolerable. There’s really no reason to delay Debian stable, imo, unless you absolutely can’t risk some downtime.

Server rats excepted, it’s just a process that goes in the background and at most, you have to reboot the kernel.

There’s no staring at the Blue Screen of Boredom while windows update holds your machine hostage.