I think you are suffering culture-shock. The type of user and as a result the overall community around Fedora are far different than Arch’s, which I think might explain some of the pain points you have discovered. Not giving Fedora a pass here, they could do better (especially the missing Xorg issue), but to me it seems rather clear that your expectations and the way you started with Fedora are at odds with the majority of its users.
The AUR and the ArchWiki are phenomenal, and I don’t think any distro including Fedora can compete.
[Edit] I’d like to add one thing: I think the community around a distro really determine the quality of the experience with that distro at the edges. I daily drive Fedora because I like that there is an organization behind updates and stability. However I think that has a chilling effect on community contributions, so while you get a stable core, you miss out things only a passionate and active community can provide.
How are you launching the exe with WINE? Try doing it via the command line if you aren’t already. That way you may get some more information about why it isn’t working. Its as simple as
wine path/to/your/exeYou could also try something like Bottles, which will let you use possibly newer versions of WINE without modifying your system’s WINE.