So back to Tanya drawing ponies on airships then?
Speaking of which, even notice when ever the Pegasi have do to anything together it is Rainbow dash who is the leader. Twilight is the defacto leader of the group, but it Rainbow Dash has often overlooked leadership and motivational skills.
If I were to put together a Pony GOIO team I would have Rainbow dash pilot a squid with Pinkie Pie as her main engineer (because pinkie can be every where at once) with two background ponies as the gungineers. Twilight would captain a galleon, with ever dependable Applejack as the main engineer. Rarity would be the gunner since she has the steadiest hands and sharpest eyes of the group. Rairity might have to double duty on the bottom deck guns because I don't think Fluttershy could bring herself to fire upon another ship. Still Flutershy could take a support roll and buff/repair the downstairs guns while Rairity murders everything else in the sky.
Rainbow Dash as captain?
Holy Crap no.
Sure, she may have leadership, but really, ship to ship combat isn't about leadership. Now, if these are ground troops? Leadership would win a war. But ships? No, they rely on Strategy, outsmarting your opponent.
Correct me if I'm wrong, but I don't see Rainbow Dash as a big strategist.
Although, this would be twilight's profession.