The version currently available to us through our IT department suffers from the limit. The updates you mention are held back from us because of 2 problems: one of them being a bitlocker lock-out.

Summary: this is a real, current problem experienced in the enterprise which disrupts work. It's all very well being a lone Dev upgrading to Harvest Festival Cutename at your whim.... but the reality of enterprise updates are that Windows is cumbersome compared to Linux.

Well what do you want? You can't expect anyone to go back in time to improve your situation for you.

The 250-character path limit is gone. It's fixed. You not adopting it is a wholly separate issue.

If Linux users still have to put up with people constantly regurgitating 20-year-old complaints like wifi and audio not working then Windows users should have to put up with it too ;)

For me the Wifi issues in Linux are not 20 year old. They happen to me almost once every week randomly.

It depends a lot on your modem manufacturer though.