I treat all planes as chess pieces and pick a plane that matches the situation well. To do this I look at the map and see what would be affective given what flight options available. For instances, if going to an enemy base pick a plane that is more rugged (ACK survivable) and has better than average speed. Example: FW190F or P-47x
This can change if we have air superiority over a base of course. There might be an N1k vulchfest in place.

Another for instance might be in going against a horde, long engagements will probably get you picked. So I pick a plane to match the tactics to survive the situation. Boom and Zoom = survive in this situation many times. Perhaps a P-51 or 190d
Other times I fly just for pure fun. To me the funnest thing is shooting down perky planes in average planes.
