Derek Jeter is already thinking about what could have been. Access the Yankees beat like never before Join Post Sports+ for exciting subscriber-only features, including real-time texting with Greg Joyce about the inside buzz on the Yankees from spring training Try it free Not so much about his 20-year Yankees career that featured five World Series rings,

Recognizable for his long hair, beard and mustache while helping the Boston Red Sox win the 2004 World Series, Damon looked like a different person with the Yankees from 2006-08.