Ray all day.
Beyond the stats and the titles, he got to play with some great players. Pierce, KG, Lebron, Wade, Bosh. Reggie has Chuck Person, Rik Smits, Jermaine O'Neal and Detlef Schrempf.
That said, Reggie seems content with his career. He was given the chance to join the 2008 Celts, and declined.