Charter Boat Captain. Salary: $35,000 

You're the captain of a small charter fishing boat that offers rides out into the harbor, but so far you haven't had the kind of success you were hoping for. You haven't made much money, and your boat is growing barnacles from sitting stagnant for so long. Maybe it's because you make the crew dress like pirates, and they don't look all that friendly to begin with.

(Kinda) Successful Charter Boat Captain. Salary: $50,000 

Your charter boat business has been scraping by for about three years now. You've had to resort to hosting floating children's birthday parties. You're not really into it and have more than once considered refusing to accept another charter for one, but you're not in the business of turning down money. Until you are, you'll be stocking up on headache medicine.

Research Vessel Captain. Salary: $75,000 

You captain a deep-sea research and salvage ship. You take teams of researchers into the Atlantic to look for WWII-era battleships. It sure wouldn't hurt your business to be associated with a famous recovery, but so far the only things you've found are a couple fishing boats and a plane containing the skeleton of some woman named Amelia. Maybe one day you'll find something valuable.

Cargo Shipping Captain. Salary: $95,000 

You're a highly successful captain working for a respected shipping company. You're so trusted the company gave you command of their new flagship cargo transporter. When someone needs a payload of highly-toxic nuclear waste brought halfway around the world, you're the one they call. You're not sure if this is a blessing or a curse.

Cruise Ship Captain. Salary: $110,000 

You're the captain of one of the premier ships in the cruise line industry. Yours is a massive ship even by cruise standards. It's new, has every imaginable safety feature, every imaginable high tech navigational widget, and at least six never-ending buffets. Let's just say your income isn't the only thing that's expanding here.