Made a lot of money betting on him back in the day.

I have always believed that people make money betting against the end of the world.

This, of course, did not mean you couldn't lose money betting on value over growth - no investment strategy is risk-free.

"My family starved because we lost money betting against you!"

Courtney reported that he lost $1,350 of his own money betting on the race.

In fact, Louie makes a lot of money betting against him.

He wins money betting on events because be always knows the outcome in advance.

He won money betting on Eisenhower to win an election.

"My friends have lost a lot of money betting against you."

People here have long been fond of saying that "no one in Mexico has ever lost money betting on the dollar."