As with any change, it will always include some gains and some losses. Until you are at peace with these you won't be able to make the change.
My first suggestion would be to find alternatives to these windows-only softwares and learn to use them while you're still on windows. Play the shit out of the windows-exclusive games you play until you get bored of them.
The choice of linux distro doesn't matter as long as you go with one of the big ones (Debian, Fedora, Arch linux). You will run into issues anyways, might as well go with a distro you will easily find google results for.