I'm trying to keep in mind that he's from Boise, where it's hot in the summer and cold in the winter. The San Fran weather will probably confuse him. Wearing a vest is obviously sub-optimal from an armor perspective, but it might fit the character. Or it might not. He's not stupid, just brash. I'll think about it.
Specializations of Performance include Acting, Comedy, Presentation, and [Musical Instrument]. I would definitely agree that Acting, Comedy, and Presentation are all Charisma-driven, but I certainly don't think that someone's ability to play the piano or guitar or drums should be linked to their "force of personality, persuasiveness, and charm". I would link Performance (Musical Instrument) to either Agility, to represent the physical finesse of playing, or Intuition, if you wanted to use Artisan as a parallel. If we're looking for a precedent, instruments were rolled up under Artisan in Fourth Edition. As I said, it's a fluff hobby, so it doesn't really matter, but I figured I would ask.
As for the truck, I'm not sure my vehicular vocabular is very extensive. I was thinking of something that was maybe 4-5 years old and had seen some off-roading use (which is what Toyota Gophers are popular for in the NAN, according to the fluff). I imagine the paint is scuffed up, maybe some chips and dings on the hood and the windshield. The ride might not be as comfortable as it once was, the upholstrey might have some tears and repairs, and the interior smells like snuff, hurlg, and the wrong end of a bean burrito. So, a functional ride, but not socially prestigious. Something that would identify him as an outsider to the city folks.