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After some futzing around I discovered you can disable the window manager in winecfg and then you'll be able to click the window icon and click Restore to get a normal sized window. Huzzah!
The game is quite playable. Everything works.
What does not
Sound seems to hitch when riding your X-Wing, disabling the window manager seems to stick the window always on top.
What was not tested
Didn't go too far into the game but all the major components seem to work fine.
May need app setting in winecfg to disable window manager. If program starts with a small window, restore the window using the system menu. If you cannot restore the window disable the window manager in winecfg and try again.