I don't think Mac OS and Windows are freer from long term maintenence, whether it's Apple doing stuff like phasing out APIs for OpenGL, migrating to M1, Gatekeeper requirements and noose-tightening, or whatever they'll expect you to keep up with next year.

Likewise on the Windows side, the SKUs vary from release to release, group policies come and go, and generally they've increased their push into seeing Windows as a way to promote their other services and don't really care what you want from it.