It's not silly, but it wouldn't contrbute much to the game. You can already fly paratroopers in a goon faster than you could tow a glider, so if you have 2 pilots willing to carry troops (1 to tow, 1 to fly glider), then you may as well just both fly goons. You'll get there faster and have more troops to drop, and you can approach from 2 different directions.
ra