As a non-coder but longtime interested observer of the WINE project, here are my ideas:
Consider doing what ghostscript does (http://www.ghostscript.com/). New versions are released under the AFPL license (more restrictive than GPL). Old versions are re-released under GPL when they are about 1 year out of date.
This may be applicable to Wine. Like Wine, ghostscript tracks an evolving API. Older versions are useful but may not have all the latest bells and whistles. Those that need to be on the cutting edge have to use the more restrictive license.
How this could be applied to Wine: Going forward, all builds are released under LGPL. They are then re-released one year later under an X11 style license.
Regards,
Daniel Schwarz http://www.winecentric.com/ coming soon... the wine wiki! test it at http://www.winecentric.com/test