Bland Ambition

A reader writes... I've known my boyfriend for 5 years, and we've been together for about 1, he's 24, and a mailroom clerk. I desperately want him to go back to school and finish his degree, but Im not sure how to go about seriously asking him. He describes his last experience as horrid and a waste of time,but I think it would do him well. My biggest fear is that if we ever get married which he has spoken of before, he'll have no ambition and be stuck in a rut so to speak.