I'm assuming your guy is the kind who hops retail stores and push his products to them, ie, not a major account guy flying a private jet to play golf with the owner of Foot Locker or its SVP Merchandising.
Does he have to be a sales rep for Nike products (can he sell Adidas or better yet, houses or drugs)? Does he back-stab his colleague/boss to go up the ladder? Will he bribe to make more money? Is he a lucky fellow? Is he outrageously smart? Is he a Harvard grad or something and well connected to movers and shakers? Will he moonlight? Has he published a few best selling novels?
Say no to all of the above, chances are he'll retire as a sales rep making $25k to $80K a year. He'll live 45 mins (by subway) + walking time away from work. If he has bought a home, chances are it's a condo in the outer boroughs. (Even at $80k a year, ie $2.2k a month accommodation budget, he may have a very hard time living in Manhattan other than north of 110 St or Lower East Side, depending on his family size.) While living in a house is possible (depending where), it's easier and more convenient to portray him living in a typical apartment.
He will not drive unless his job requires it and/or he's willing to spend 20 mins looking for street parking (and then walk home from there), or is willing and capable to dole out $400-900 a month for garage parking. (Even a $50 million townhouse may not come with a garage.) Billionaire Wall Street mogul Steve Feinberg allegedly drives a Harry-Davidson bike, for pleasure, never to work.
He may go to a Yanks (or Mets/Knicks/etc) game once in a while or even on full season ticket. Boring? You can portray him as an art enthusiast and spends most of his free time in the various museums flirting with creative minds.