Depends on the company for upgrading, not the employee. All the financial institutions in America are still running windows 7 mostly bc the managers and execs fear switching over, so they would rather run the whole corporation on an essentially unsupported and obsolete closed source operating system than upgrade and figure out a nominally different ui than they are used to.

Inertia is a powerful force in the IT departments of Corp America.

Yeah, since I don't control what gets run on my desktop there's very little option. The web mail vs of Outlook is even locked out.