Raking it In
John: He was on the casino and started to make a bundle. He was really raking it in.
Brad: I bet he thought he had it made.
John: Then he started losing his shirt.
Brad : With his temper he probably hit the ceiling.
John: Sure, The casino took him to the cleaners.
Brad: Was he a good sport?
John: Oh no he was a sore loser.
make a bundle : make a lot of money
rake it in : make a lot of money
have it made :be sure of success, have everything
lose one's shirt : lose all one's money
take someone to the cleaners : win all someone's money, cheat someone
good sport : person who loses well
sore loser : person who gets angry when he loses
Hit the ceiling : get angry