21 points
If they’re games, protondb (.com) will tell you how well you can expect them to run. Other stuff, it’s often a case of search the web or try and see. Wine takes some getting used to, you’ll probably have to get your hands dirty and do a little learning.
1 point
Good to know. I don’t play many games, but do have some older ones from GoG that would be nice to keep.
2 points
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Probably a good starting place would be to take the three apps you need most, and just search the web for guides to running them on Linux. That’ll give you an indication of how much work you might/not be in for.
e: also if a guide says “just run this shell script” even chance it’s not just that simple.
