One built a multimillion-dollar wine business and once filled the gossip columns with details of his dating life, while the other took vows of poverty, chastity and obedience before spending three years in a Jesuit seminary. One won national fame by marrying same-sex couples, while the other is known for mastering the drudgery of state government and averting financial catastrophe. One sports a perfectly coiffed mane that seems to defy gravity, while the other has his wife trim the gray that’s left around his ears.