Hunh. Interesting idea.
Currently, I work as a low-level grunt in the government. My job is to pull files, and do entry level data stuff. (I'm in my mid-twenties). My branch deals with monitoring security guards, private eyes, and the like. I really don't do much relating to that, though - I just pull files.
That being said, I hope to soon start training to become a paramedic (and maybe more, down the road). I was supposed to start today, but the course got cancelled a few days ago, so it's been pushed back to mid May. After that, I dunno... I may get a free ticket into school, and finish up my Anthropology degree or something. It's all in the air, right now.
I've also worked janitorial (yuck), Fast food (not quite as bad), and in a deli in a grocery chain (actually kind of fun, plus now I know a lot about cheese. Like, a LOT). Plus a couple of other mini-jobs (during high school, I was actually an editor/writer for a local travel magazine).
Now, the more important part of the question. Gaming.
I prefer rules-light games with a bit of freedom for the GM to "wing it". I really enjoy DMing horror games, or mystery games - but I'm not picky. My favourite genre of play is definitely post-apocalyptic, though I also love any "gritty" survival-based game.... DARK SUN is my favourite campaign setting for D&D.
As a player, I enjoy a bit more "crunch" in the rules (I'd rather play D&D than run it - for all editions). My favourite class is spellthief, because it is a versatile class that requires on the spot thinking, and more than a little creativity. I like characters who have to think outside the box to get things done. Personality-wise, my characters tend to be a bit abrasive... or have some other major character fault. I define my PCs by their faults, not by their strengths.
Recently, I've played a cowardly wizard, a sarcastic mage, a greedy dwarf, and I'm about to play a cynical spellthief. If I don't play such "flawed" characters, I have a tendency to take charge of things too much, and I don't like it when I do that. So, I deliberately play characters that make the rest of the group seem cooler by comparison. (this changes a bit in internet-based games, where I have time to "calm down" and not immediately take charge).