“No one needs to hear things in a direct way that makes them feel bad about themselves,” says Stef Safran, a dating and matchmaking expert. Regardless of whether you think they can do better on the career-front, saying it this bluntly won’t get you very far. “You need to find ways to talk to them without putting them down. Suggesting some goals is a better way to deal with them instead of flat out stating something negative about them or their habits.”
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