Possible Clues:

• Person once inside, now outside
• Political authority, in short, rings mystery man to switch with record holder?
• Record holder, of a sort
• 122 Across person
• One out of prison
• Past prisoner, for short
• I've spent my time working with former head of classics
• Old fool -- one whose time is over
• Sentence finisher?
• One who's finished a sentence?