[LetYouDown]

In the long run, 24/37 times you'll "win" $100. If it hits on 14, you bet $200 but you take back $300 for a profit of $100. Make sense?

In the long run, 13/37 times you'll lose $200. This should be obvious. 25-36 and 0. Make sense?

Edit: Yes, you will win more often than you lose (64.86% of the time). You'll just lose twice as much money as you win.