Sounds like that is an excellent opportunity for this person to invest some time into honing one's technical skills.
> why not just stick with Windows?
Hm... because Windows is essentially a platform for Microsoft and assorted 3rd parties (most of which are not even affiliated with them) to spy on and meddle with you beyond any reasonable control or limitations?
The person I'm talking about is self-employed and not, erm, technologically affine, so why not just stick with Windows?