I feel like Linux would be easier to pick up and use for a non power user starting from scratch like my mother-in-law. It's so much easier to download programs with the package manager and settings are so much easier to navigate
And to use the computer without being bombarded by ads
Helped my SO fix Sims 4 on her W11 laptop recently; lock screen ads, start menu ads, pre-installed bloatware begging for money
I even asked how she deals with all of that and she basically said “I dunno it just does that, if you can make it stop that'd be nice ig but just get Sims to worl for now”
Needless to say I got Sims 4 to work (removing cachedir did the trick) AND uninstalled the bloatware and turned off ad-related settings
I'd honestly have proposed (if they don't need programs that only run on windows) "we could put linux on it and that should fix these issues" and put Linux Mint or Fedora on it (better if you choose not them unless they really want to deal with all the choices, most likely they won't wnt to tho) and just tell them the basics of how to install software and stuff.
I'd say now's the time, by now I mean as soon as it's appropriate.
I was once asked if I could crack a password of a windows PC in an office cause the guy who used to work there no longer remembers it and they wanted to reuse the old PC. I asked if they need to recover any data, if they used any software that would be incompatible with Linux (not like this but directly mentioning software and asked for a list of stuff they use) and then told them it would simply be easier to install Linux on the thing, not only it's easier but since it's an old machine running windows 7 it's also more secure and the computer will perform well.
During the installation we found out that the computer is glorified junk, took ages to even attempt to format the disk to ext4. Still got to install Linux Mint on another one of their computers tho, big success.
I find it amazing that so many distros with volunteers manage to curate a vast software ecosystem, reasonably successfully and yet some of the largest companies on the planet, worth more than $1T each cannot manage to find the resources to do it efficiently.
Imagine firing up a cmd or ps prompt in Windows and tying in: msiexec install adobe-hipster-app and it just works.
Have you tried Chocolatey? https://chocolatey.org/. It's a package manager for Windows and works great, much like brew for Mac. Or, if you prefer portable installation of programs without requiring admin, try Scoop (https://scoop.sh/). Of course, I'd rather use paru or yay on Arch, but I'm glad these options exist.