You try can Linux out without installing it(via live USB)? Check this guide but use Kubuntu instead of Ubuntu. You can also try it out via virtual machine.
Also try to switch to cross platform open source programs like these so you'll be able to use the same programs when you switch to Linux
Set up a Mint/Cinnamon desktop for my mom a few years back and other than having to remind her to update from time to time it's been easy