Ken Dryden has to be the smartest of them all....
He took pre-law at Cornell, then began taking a full law degree at McGill ("Harvard North") in Montreal. He sat out the '73-'74 season to finish his law degree. He's got honourary Doctorate degrees from several schools (including Osgoode Hall - the other top Law school in Canada). He tought at the University of Toronto, he's written several critically aclaimed books, was a finalist for a Governor General's Award and still works as an education consultant with the government of Ontario.
No basket weaving 101 for him

)
Joe Juneau got his degree in aerospace engineering from Rensselaer Polytech (one of the top Engineering schools in America)...yup, he's a rocket scientist!