Don’t know about Windows, but I recently migrated a blind person to Linux. She’s satisfied, although there are some things she misses, not the least of which is the Amazon voice assistant. The default voice in Orca is annoyingly robotic. Natural voices aren’t free. They don’t cost very much, but it’s something to be aware of.
Ok first of all, you sir @tckosvic are an inspiration. I can only hope that at your age I will remain as much of a Linux prometheus as yourself.
Also, I wanted to point out a French distribution called Emmabüntus, which is specifically designed to provide (a) all available accessibility kits out of the box and (b) be easy to install and maintain. I have not yet tried it myself but perhaps you will find it useful.
The devs also made sure it is easy to install on older machines. And here is the list of the programs installed on the latest version 6. See sections Accessibilty and Utilities for what’s available right OOTB.
The dev community behind is quite active and, dare I say, pretty punk 
I installed recently Linux for some of my friends who didn’t want to buy a new machine because of the EOL of Windows 10.
I did not recommend Tumbleweed because according to my experience people who have never used a terminal will find it scary and they don’t want to learn how to use it. Many people just want to use their apps by point and click.
Therefore I recommended Linux Mint or Kubuntu to them and they are happy with it. Mint is quite well preconfigured for standard tasks and accessible for people who are used to Windows as really everything can be done with GUI.
I am not saying that this wouldn’t be possible with Tumbleweed in general, but just a simple zypper dup in the Terminal is for some people too uncomfortable. Yes I know there is Myrlyn but then you don’t have flatpaks included which in Mint is just the same GUI and such small things. And I have really no interest to be bothered often to solve non-issues.
That being said. Of course there can always be issues with the hardware. E.g. one of the Asus laptops had an old Elantech touchpad that needed a specific kernel parameter to make it work. Took me some time to find the solution.
So, be prepared that you might have to solve some problems when getting people started with their new OS.
That being said, I didn’t have any unsolvable issues so far and everyone is happy with their system and surprised how well their old machines work with Linux.
P.S. I probably don’t need to mention it. But still, whatever you do… don’t forget to backup the data first.
I’m a 75-year-old retiree, and for over a year I have been migrating friends and neighbors to some version of Linux on their older PCs which cannot run Windows 11 without tweaking the install USB (never a good option, IMO). Some of these machines are really old, dating back to 2007.
Those 2007 boxes are legacy BIOS, so I typically will run a live version like Puppy Linux.
I dual-boot two Microsoft Surface Pro 3 tablets (circa 2014). One with Windows 10 and openSUSE Tumbleweed, and the other with Windows 10 and Fedora Workstation. They work great.
My preferred workstation, that I’m using right now, is a Dell 7380 Latitude laptop (circa 2017) loaded with openSUSE Leap 16. It’s a great little laptop: 16GB memory, 512GB SSD drive and a touch screen. It has a 76xx series i7 processor, which makes it too old to run Win 11, and now it runs much more quickly than it ever ran using Win 10.
Although I do have a license for Microsoft 365/Office, if I need to use that product on one of my Linux boxes, I use the online version.
Over the years, I’ve rescued many older computers from the junkyard that my employer was going to condemn them to. So, I have a setup in my home office that would make some small business owners jealous. This includes running a Linux SAMBA Active Directory Domain controller, a Linux Windows compatible file server and print server on a cluster of Proxmox VE hosts. Translation: using open source, Linux based software on throwaway machines, I’ve got an enterprise level computer setup that you would pay tens of thousands of dollars for if you were to buy the Microsoft software to do it and the hardware to run it.