Street Urchin. Salary: $10,000 or less 

In the middle of the pack, you're shouting numbers as people hand you money, and you keep changing numbers as more money is thrown at you. In all the commotion, you fail to recognize that one of those hands belongs to a police officer, and his money looks strangely like a pair of handcuffs.

Online Sports Bookie. Salary: $18,000 

Numb3r1CowboyPhan has sent you a message stating that he won't be able to pay the initial wager, and would you be cool with postponing payment until the end of the season? Your unkindly phrased return email ends with a hearty "Go Giants."

Bingo Operator. Salary: $25,000 

Standing in front of a room full of people with an average age around 124 years old, you wait patiently for the floating balls to slowly reveal the winning order. As you shout out one of the numbers, you hear a gasp from the middle row. Thinking heart attack, you rush over, but it turns out Grandpa Jack just got overly excited.

Reliable Bookmaker. Salary: $40,000 

As you begin making the final wager calculations, you see a green bill secretly shoved your way by a balding gentleman with very bad fashion sense. On the bill is written "This is a tip for a tip on the next race." You write on the bill and hand it back: "Tip: Instead of bribery, use this for new clothes."

Top Vegas Bookie. Salary $55,000 

As you wander the floor doing your meet-and-greets, you notice that one of the women at the bar has had more than a little to drink. After talking to her for a couple interesting minutes, you discover that she's celebrating because she just won $10,000 from your company betting on this afternoon's college game. You make sure to offer a dinner if she stays and bets again tonight; really though, you'll do anything to get her to lose that money back to you.