Yeah, I can do a clean sweep and be back up in about two hours with decent internet access. I do back up a few folders in my application support (macOS) folder. There's also sync set up with my actual application folder (macOS) but I don't think that's really needed as it's more like a good way to keep a list of what I have.

I'm gravitating more towards switching to something like ChromeOS because all of the settings will be backed up automatically, making a clean sweep probably more like a 30 minute ordeal (not including purchasing etc) instead of a two hour one. I just need to find a few pieces of software to make that happen first, though.