A well-intentioned boyfriend thinks he’s giving his girlfriend the ultimate gift—freedom from debt. Instead, she’s furious, feeling like he took something important away from her. Now, he’s left ...

A Canadian man recently called into “The Ramsey Show” with an unusual question: Should he accept his girlfriend's offer to pay off his 35,000 Canadian dollars ($21,100) in debt? “I’m very hesitant,” ...

A man is seeking advice on Reddit after he paid off his girlfriend's student loan debt as a birthday present, despite her wishes that he didn't. Money is a continued issue between the two of them, as ...

On the other hand, personal finance expert Dave Ramsey didn't hesitate. “No,” he said immediately. “You don’t pay off dating relationships’ debt. You do that when you’re married.” Garregg explained ...

A caller to “The Ramsey Show” recently revealed that his mounting debt is delaying his plans to marry his financially successful girlfriend. Joe, from Milwaukee, told Dave Ramsey and co-host Ken ...