I just landed my first job as a reporting analyst at a small healthcare company. I currently drive a Honda, and it is the same model that my manager drives (however he has a family, it is the 4 door family sedan, whereas I am single and want something sporty). I was thinking about getting a new vehicle, possibly a Volkswagen Jetta/GTI or Volvo S40, priced around the mid 20's. My Honda got me through college, and has some visual blemishes and smells of smoke, but now that I quit smoking I want something tasteful and respectable but not flashy. Should I be worried about sending the wrong message when I show up to work driving a car that is worth 5x more than my boss's? What other issues deserve consideration before purchasing your first car (as it relates to how it will affect the way you are perceived at work)?