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Obama could end up making the mistake of coming across as condescending if he isn't careful here. Blue Collar doesn't mean stupid, or uncultured or any of that.
Heck most blue collar workers would probably see "taught constitutional law" as being in favour of Obama, it means that as a president, when he vetos something for not being constitutional or for being a threat to a constitutional concept he may just know what he is talking about.
He needs to tread a thin line so as to avoid looking like certain elderly white guys do when they try to talk "Street." If McCain started trying to speak in modern day slang he would lose votes - it would be seen as a lack of respect.
Obama runs the same risk here.