The appdb has a "browse by ratings" page, e.g. you can see all apps that have at least one Gold-rated version at http://appdb.winehq.org/browse_by_rating.php?sRating=Gold
This can serve as a kind of poor man's application regression finder; look at each app on that page, and look for apps whose latest version is rated lower than gold.
For instance, WinZip is listed on the Gold page. WinZip 9 is indeed rated gold, but winzip 10 is only silver. Likesize, Sametime Connect has an old version rated gold, and a new one rated garbage.
If nothing else, it would be great for someone to look at all such 'regressions', test them with current wine, and update the appdb and bugzilla with what they find. Who knows, maybe we can clear a few of these up without too much effort. - Dan