Rudy received special treatment from the Judge that he worked for. Look at what's in his own campaign document. His defense was that he joined ROTC and then he developed an ear ache. The term draft dodger came from his own campaign document.
His boss could not issue a deferment, only his draft board could do that. I personally would not call a law clerk so essential an occupation as to justify a deferment, but apparently his draft board felt differently.