The Delivery Guy
Almost get taken out at the knees by some strange creature whizzing past you with a pizza strapped to his back and a couple of tubs of pho cradled in his basket? That’s a delivery guy (not to be confused with his close relative, the Bike Messenger). It's the guy every New Yorker loves to gripe about, until he's delivering you a ramen burger in the Snowpocalypse (moment of silence...) and you're crying with relief/hunger at his feet.
Often seen swerving between buses and gridlocked cabs, his bike comes with 200+ gears and probably a jury-rigged motor or two. He shows those gears off by whizzing past everyone on the road (or, more likely, the sidewalk) with reckless abandon. While he'll never remember to pack extra hot sauce, he'll still manage to get you your food before you have even gone to the ATM. Because he disobeys every traffic signal. Every time.
The Wall Street Commuter
See that strange, tube-like contraption hanging off a strap over his shoulder? That's his foldable commuter bike, which is a bizarre thing that exists, and not the steampunk pogo stick you thought it was. See that wad of hundreds in his other pocket? That's what he makes in an hour. Dude works 25 hours a day, 8 days a week, but still has time to hit up his local Equinox, then get some leg work in on his ride to work.
He never sweats. He spends his weekdays influencing financial policy around the world and his weekends drinking at Le Bain and counting his bars of gold. But he buys suits he can live in, suits that are on trend, cut perfectly and are of super high quality. He stows his cash in a canvas messenger because he's a bro on the go. With a handsome details and a wool flap, the bag works for the board room, Le Bain, and the company jet.