Opening up shop in the morning and finding that none of your equipment works anymore, despite having been perfectly fine yesterday is EEEEEEXACTLY the reason people are refusing to upgrade (because no drivers for WinX, because fuck you that's why, Where Do You Want To Go Today - Windows X Or Windows Ten?). Replacing Microsoft's frustration of "the adoption charts are not high enough" with my frustration of "okay, companywide downtime while IT repaves from backups and scrambles to block the now-rogue vendor" works for them (externalizing costs, hooray!). In the shortest of short terms only, alas - the trust we had in the OS is gone, this could happen again (e.g. at any time in the future MS could decide that their old OS cannibalizes the sales of their Windows Up To 11, or whatever). NOPE NOPE NOPE NOPE.
(Technically, "we want you to upgrade because we want you to upgrade" is a bit of circular reasoning)
You know, being faster and cleaner, added features, reverting what they borked up with 8. What they managed to achieve is a public disgust when someone mentions "windows updates" (in case Windows wasn't mocked enough already).
Good job MS.
Why?
They can just end support for old versions per their EULAs and shut-off access to the update servers.
Canonical doesn't care if I'm still using 8.04, they have no responsibility or liability for old releases. Why would MS be any different?
There's a deeper reason for this upgrade push but I don't know what it is.
Obvious reason is they want people to upgrade. Personally I can see why they would be frustrated with people refusing to upgrade a decade old OS even when the upgrade is free.
edit: 7 year old OS.