Guys, let's get back on track. This thread is not for picking your favorite faction, but for deciding which faction would be practical to join, if you were in such a situation in real life. And as far as being practical goes; well, let's just say that Caesar's Legion is far from being a practical decision by an average human being. From what we know, all able-bodied men are taken to become recruits. From the rest, those that can still manage work are made slaves. All those remaining are killed, as they're unnecessary.
Now, best case scenario, you'll become a recruit. Imagine that: the training is brutal, you have very few rights, and all the while, you're brainwashed into thinking the only purpose you serve is to be Caesar's slave. As for those thinking they can just become a Centurion: to even be qualified to become a Centurion, one needs years of experience and a kill count in the hundreds. You don't become a Colonel or brigadier in a short while, so why would you think becoming a Centurion is an easy task?
Well, by that logic no faction is really that practical, they all have their own MAJOR failings that would make them a horrible choice. The NCR is slowly destroying itself and making enough enemies where joining them would surely get you killed by something in the Mojave. The Boomer's would just kill you for trying to get anywhere near them so you wouldn't really have a way to join them, then if somehow you did, you've seen their xenophobic ways and surely that can't end well. Same pretty much goes for the Brotherhood of Steel. Then there's House's faction, you don't really get to choose that one, he chooses you so if we're taking the same course and actually using real world logic like you're trying to force us to then you're probably not going to be allowed anywhere near the Lucky 38. Now what does that leave? Great Khans? Not too practical since they're in pretty rough shape in the game after the way the NCR has been treating them and the Legion's been using them. Sorry if I'm forgetting anyone's favorite faction.
Anyways, I just noticed, the OP says they'd get to fly the bomber. How is that following any of this logic you say we need to follow?