I know you're trying to help him by suggesting he take classes but maybe look at the things he already DOES well and focus on those - KWIM? If he's strong in selling or whatever, lift him up about that (and lift him up in prayer about all of it.)
(KWIM - know what I mean )
....Understand, that I can't, not be what I am I'm not the milk, and Cheerios in your spoon ~ Avril Lavigne ~ ..."Nobody's Fool"...