Hannah Montana Linux
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Windows 10 will still be usable after support ends. Security is the only concern, and not that big of one if you regularly back up. It may be a good idea dual boot with Linux on a separate drive while you hammer out the issues with whatever distro.
I personally think anything with plasma 6 will fit for interface coming from windows. Some sort of distro like Ubuntu or Debian that commonly has pre-packages in the wild would make sense.
Maybe SpiralLinux? It's basically just Debian with a few twealks, but the btrfs+Snapper might come in handy if/when you need to do tech support.
But now with the end of Windows 10 looming, I need to upgrade a family member’s computer to Linux.
Why?
Did they ask for Linux? Do you have authority over them?
So this needs to be something that both is not going to break on its own (e.g. while doing automatic updates) and also won’t be accidentally broken by the users. ... There’s no way I’m going to be able to handle long-distance tech support if things break more than once in a blue moon.
Issues appear. I would be more focused on setting up remote access than choosing a distro.
I'd choose something LTS that has been around for a while (Debian, Ubuntu, RHEL-derivatives, SuSE if there's a freely-available LTS, etc.).
If you are not against the use of Google products, ChromeOS devices are about the best well-designed low maintenance operating systems. (Not Flex, a ChromeOS device.) But you would be sacrificing Firefox and LibreOffice, which might not be an option. (And technically, it's running a Linux kernel, if I remember correctly.)
If Mint is misbehaving that badly on that hardware I'd be far more inclined to blame the hardware. What is it?
The typical recommendation in this case is Debian.
I don't know how hard it is to install since I don't use it myself. There are a lot of people swearing by it's stability, even running it for 10+ years on the same hardware without a reinstall.
I've always found the installation process of Debian unintuitive for people not used to linux. But I could imagine that it's probably abreally good contender once the packages are installed and the DE setup with any necessary extensions for file browsers and other programs, for example preview of files in Nautilus for GNOME. Unsure if that is automatically installed or not in Debian but could be a good idea to check.
I'd suggest trying a test install in a VM if you can to check how well Debian will hold after configuration. Package updates for my Debian servers happens every once or so week and with a DEs GUI package manager it could simplify the process of the user actually hitting the update button.
The only thing to keep in mind is with Debian, you'll need to upgrade to the next release for them.
With something like Ubuntu, they can just click the upgrade box when there's a new major LTS release
Either one can be better depending on how you want to handle maintenance
Biebian
You didn't even declare the hardware specs..
Regardless, Mint...