I work in an environment that despite having varied departments and significant bureaucracy, and some software written to run on Windows XP and not updated since... has 100% of Windows clients on Windows 10 with the latest cumulative updates.

And shockingly, everything works. Business happens. It's not actually a hard transition. (Actually, at a former employer, they scripted the upgrade process and shipped it.)

If it can work in my environment, it can work in any environment, and nobody has any valid excuses.