Gunship 2000 was probably the DOS game I've spent most of my time with. I was so bad at it, that they never gave me a wingman as promotion, so I had to use a savegame of a friend.

But hey, once I got promoted the action really goes off. To carefully hatch your wingmen and see how they get better and better.. ah those were the days. I remember when I was like Lt.Colonel and my best wingman just 1 rank below me, I would let him do entire missions all by himself. He would wipe out enemy tanks left and right, refill his ammo at depots, evade enemies who were too strong for him.
Some wingmen are not so good, and to watch carefully who gets promoted, so they don't learn "stupid" things, like for example:
If some wingman goes on a kamikaze attack run, and you promote him, he will think this is a good thing to do, then will repeat doing kamikaze in the next mission (until he dies)
Thanks for uploading this!