Earlier quoted context omitted.
If you're going to do this, set them up with something they can get commercial support for. IMO, if a user's needs can be met with a Chromebook, Linux + a browser + email + Zoom/or whatever would suit them well. I think you're going to have a hard sell if they rely on Office or other Windows-only software, and although well meaning, it might be doing them a disservice if they can't run the software they're accustomed…
What are the arguments for Office at the small business or individual level, as opposed to Libre Office? For most users, they'll be able to reacclimate in a matter of hours to near 100% competence. And they now are in an ecosystem that won't constantly try to squeeze you for rent. I think this is even more true in the era of LLMs, because on the rare difference somebody might get hung up on - there's no longer real n…
For example, to be that supplier that whose documents never quite look quite right or who always struggles with the docusign /PDF /email /spreadsheet /whatever whatever.
For an SMB, fitting in with the de facto IT herd that is represented by your customers and partners is essential for survival. Sure, some SMBs do decide to buck the trend and move over, but it's hard and not for the faint hearted.
Time will tell if this problem solves itself as 365 becomes a pure web app and Windows becomes an RDP-like Cloud PC.
The irony of Bill Gates vision of a Personal computer where you run what you like and not what the mainframe gives your terminal becoming Windows where you consume what you are told to is not lost on me.