Well...I'm not quite sure it would . But I used Red Hat about 2 years ago and then switched to Slackware about 1.5 years ago. I have had nothing but good luck getting things to work with Slackware. Also Slackware is super quick. It runs SO MUCH faster than Red Hat. So many more things work on Slackware than did on Redhat. Also I actually feel like I'm learning something!
Slackware also makes packages analogous to RPMs. These are called .tgz files. They are awesome. Easy to install and you can get them directly from Linuxpackages.net or slackware.com (the latter preferred way).
You just run at the prompt: installpkg filename.tgz
and watch the magic happen.
I just installed Wine yesterday using a .tgz file. It was super quick and worked like a charm. I haven't tried many programs. I tried ITunes and that doesn't work, but I expected this. But another program worked called Fracas (which is kind of like Risk).
I think that Slackware packages are just superior to RPMs. Also the community is great. If I were you I would direct my Wine questions to this also....
Use an IRC client.
channel #WineHQ or Cedera (sp?)
I'm sure they can help you with your questions too (if they answer you, they're gurus and developers). If you haven't checked this out you really should because they when they do reply the provide immediate feedback and help for your questions. Also if you're interested in slackware.
Enjoy and Good Luck