Whenever I go out to bars with a group of friends, one of the guys in our group always keeps his hand in his wallet. We know he makes a very good living, so it's really awkward that he never offers to pick up a round of drinks. This behavior is getting old quickly. I think it's time to confront him. Any ideas? --Tapped Out
Dear Tapped Out
Keep your distance from the bar the next time you are out. Coyly shout, "I'll take a Heineken" and see what happens. If he asks you for a spot, tell him that this one's on him. He'll get the point. If not, then he's not only cheap, but clueless.