Please keep your original questions in spoiler or in collapsed tags, and say what game it's for before that.
So, without further ado!
Fallout: New Vegas
Here's where I am. My Courier is, I've decided, a cowgirl of the post-nuclear age. She believes in keeping your word (when you've expressly given it, mind, she's quite happy to lie and cheat in general), handling your own problems while believing you should never be afraid to help others, and above all, in freedom and independence.
So who's she got?
1. Caesar's Legion. No thanks. A bunch of slaving violent psychopaths who have exactly two uses for women ain't her idea of a good bunch of people. Much like Corporal Betsy, she's got less trouble killin' Legion than Fiends. Fiends are brutal murdering psychopaths, but at least they're not slavers.
2. The NCR? Bah. They're another empire, the Legion in smiley masks. Yes, she likes them a lot more and she's fine to take jobs from them, but she doesn't like them encroaching any more on the Arizona wasteland.
3. House? I admit, personally I'm leaning this way. Yes, he's a ruthless plutocrat who's walled off the Strip to only those who can funnel money into him. But at least for now, he's keeping himself to a clear, well defined domain. And if she can become a trusted advisor to House, she can potentially try to keep him thinking in terms of letting the Arizona wasteland stay cosmopolitan and varied.
4. Wild Card, aka take over? Why? She has no firm belief that she'd be any better than the rest, given that power.
Overall, my preference for roleplaying would be this: She turns over the chip to House, and then says, "I'm done. That was my job. I did it. Goodbye." Since that's not an option, and it's roughly in line with how I imagine the character, I'm guessing she'll throw in with House.
But everyone else I've ever talked to seems convinced he's the most evil option. Why? I'm confused by that. To me he seems on a par with the NCR and well above the Legion.
How did other people approach this?