Currently wingman switching isn't planned. But there are some wingman features that we intend to implement depending on time constraints. Appreciate the comment!
When it comes to wingmen choosing, I believe one of the best games that pulled it off is MechWarrior Vengeance. Each wingman has a set skill in the beginning (one is better at A2A, one is better at A2G, one is better at reaction time, etc.) but as you bring them on more missions, their skills get better slowly.