Gentoo or Linux From Scratch if you want to learn how stuff works and therefore fix any issues that come up later. With Windows when things go real bad you just reinstall. With Linux you really can fix it if you know what's what.

Ubuntu or Pop! OS if you want the best chance at a seamless experience.

I personally recommend doing the learning option first and then the latter, but only if you have the time and patience and interest for the learning.