I really like them, along with all the other repetitive types of posts people make. For people who have been using Linux awhile, or have been a part of this community (or any Linux community really) they get a bit old, sure, but each new post is an opportunity for other new Linux users to learn and contribute.
I think sequestering discussion like this into nicely planned neat boxes like sticky threads or weekly discussions is harmful in the long term. While it may keep the posts in this community "clean" I believe it will reduce interest and turn away fresh blood.
I think those of us who have been using Linux awhile should embrace these posts and view them as opportunities to mentor, and as opportunities to continue to stoke the fires of interest in Linux.
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.