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As for sharing values of a career, some of the questions I'd ask myself if I were in your shoes:
1) Does he have a good work ethic?
ie. show up on time, take pride in doing a job well done. You did say he was a hard worker.
2) Does he have respect for his boss and other co-workers?
3) Is he living within his means?
ie, is he complaining about not having enough money, does he pay his bills on time, are credit card companies living messages on his voice mail. If he can't handle his business on the salary of a bartender then getting another job isn't going help him.
These kinds of traits can transfer to any career. Just because he's not talking about career change now doesn't mean that he won't change his mind when he wants to settle down. The majority of successful people started out with just a job.
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