How long is your operation system running?

Linux - since the first kernel release I've ever touched.
Windows - depends on the update cycle, mostly 2 weeks up to 6 month.

And there goes another night with reconfiguring my windows session 🤬.

Do you mean uptime?

Debian: Usually a day for my desktop (I don't use it much), 4-6 weeks for my work lapppy.
Macbook: I don't use it anymore, but 4-6 weeks was common there as well.

Or do you mean how long until you replace the OS?
Never replaced OSX; I replaced Win7 of six+ years with Debian like four years ago and haven't looked back.

Desktop at home (Ubuntu): Rarely more than a day.
Laptop at work (Ubuntu): No more than eight hours.
Servers (all Debian): Years.

My laptop usually has an active uptime of a week or so, i mostly just put it to sleep.

Server:2 months usual
notebook: multiple hours to one week

Windows 10: since the first stable release

Windows 7: from the first release till windows 8 (except faulty ram and faulty hdd)

Windoes 8: from the first release till windows 10

P.s.
If we're including switch off and reset

So just for reference, can you provide the address of your linux system? For science...

Security patches are important people. Uptime shouldn't be the goal, application integrity should be.

@arcsector fe80::2483:bff:fea9:fc4d