I would only be as ambitious as I felt required. In other words, if I felt that I would improve things by being in a higher position, I would probably intend on getting that position. If I felt the person in that position was fine and that me being in an additional role to theirs wasn't of any real benefit, I'd probably just carry on doing my best, but not with intent of promotion or anything. This is how I tend to be with pretty much everything in life that involved heirarchy, though.

I think my 'small' SeeD party would consist of myself, smittenkitten, Kukki and Valerna. However, we would all become team leaders of a larger 'squadron' of sorts, and our crew would (of course) be the Fat Chocobos.

The Fat Chocobos would be an exploration & recon division, and would work using similar methods by the crew of the Enterprise on Star Trek TNG. ...I can only imagine that the genuine military division would be lead by someone rather Psychotic.

The 'personality' of our group would be semi-formal when everyone is there together on a mission, but generally very laid back when it comes to taking the piss out of each other and having a laugh. Which would happen often. We would definitely play a lot of Triple Triad and make up stupid random rules that nobody else understands, just because we like making our own fun sometimes.

EDIT: I really like this thread, but it totally makes me want a sequel to FFVIII. An MMO sequel. Oh God. The lore of that world was pretty awesome, though!