Machado comes with so much risk. I'm always torn by this guy. Super talented, potential HOFer, but I've always hated him and he seems like a lazy prick. I'd really worry that as his skills erode in his early 30's that he won't care enough or work enough to overcome that and remain a star player. I wouldn't be surprised at all if he follows the decline that Longoria faced when he hit age 32. Machado has more natural ability though, so maybe he hangs on a few more years...
Doubt you'd have to give up a lot to get him at least (he has negative value). The Jays don't have much to give, so that's a fit.