The true heroes among us - the brave, the reckless and those who are aware that this is a game, and you don’t actually die in real life - will want to drop into the thick of the action. Your options are only limited by the landing range of your parachute, and your ability to land well - if you aim for the town hall roof and botch the landing, you’ll be shot down before you even get your gun out.
If you’ve got the Springfield sniper rifle, of course, you might like to land on a rooftop and pick off a few of the fascists before you work out how to get down and pistol-whip the rest. Alternatively, you might like to sail through a window, just to see who’s in there and if they’re surprised to see you. Or you could go for completion and seek out the five difficult skill drops dotted around each operation.