@shansterable @PurpleJillybeans I suggest looking if your software is compatible first, then, if not, discovering ways to deal with it. One is to emulate it using WINE or wine based software like Bottles. Other is to choose an alternative software.
If you choose the Alternative software, try it on windows first. Use wsl to test it if needed.
Then choose a DE you will feel comfortable. Gnome and Plasma are the most common, but you also have cinnamon, bungie and many others.
The DE is more important because that is the main way you will interact with the system.
Then, pick a distro. Ubuntu and Fedora are the most common. They say Mint and Zorin are the most friendly.
You will face troubles, but those can be solved most of the time.
@CompadredeOgum @shansterable @PurpleJillybeans I use Gnucash but can't remember if it allows import from quicken you would need to check the Gnucash docs