I think motivation is a huge factor (at least in my eyes) on the potential long-term-relationship scale.
If he doesn't have motivation to go to school, what DOES he have motivation to do? Open his own business?
Wait to win the lottery?
Motivation & drive to succeed are very important to me. Of course if the guy takes it to an extreme (i.e. being a workaholic) then that is a major turn off. Any guy I even consider dating (even if it's just a date - not planning the wedding yet) has to have a game plan. I hate the "I don't know"
Personally (and this is just my opinion again

) education is very important in addition to having a good job (especially if you are thinking marriage). If he plans on bartending for the rest of his life, what kind of marriage would that be if he's gone every night ?
There is a guy I kind of "talked" to for awhile, but after about a month I was so over it. Right now he's my age, still has not finished college and has no clue what he wants to do for the rest of his life when he DOES finish college. Maybe he'll stay working at the bank (he's been a bank teller for almost 4 yrs)? Maybe not? He has no clue what he wants to do w/ the degree if he ever gets it. That's not the kind of attitude I go for. I want a guy who has his eye on the prize and is always driving to succeed in a field he loves.