1. FS can't support all that many ships or wings.
2. Beyond 2-3 wings, the player really doesn't have time to give specific orders to anyone. The only thing I order my wingmen to do is C-3-9 or C-3-5; I don't care a whole lot what individual ships are dead. Despite its sophisticated orders system, FS never really was a good "strategy" game. Detailed wingmen orders don't matter a whole lot. Plus, more than 5 wings would be outside the player's sane limit of control.
3. In response to Haloboy: Have a wing name, and above it the number of surviving ships in green and the number of damaged ships in red. If you want, you could also display the number of destroyed ships in grey and the number of departed ships in blue. But having that kind of detailed info on 20+ wings is really only good for an oooh-aaah effect.
