Wade Boggs wants the Red Sox to retire his number. The Red Sox won't do that for a very simple reason. It's not because Boggs went on to play for the Yankees. It's not because Boggs already had his number retired by Tampa Bay. It's because Wade Boggs is a douchebag.
Major league douchebag.
There's a good reason why his contemporary Don Mattingly is still actively involved in MLB while Boggs is lucky to be working with high school teams. There's a reason why Boston never has him back as a favorite prodigal son like Freddy Lynn. There's a reason why Roger Clemens invited tons of his old teammate to his 300th win game but did not invite Boggs.
The man compares himself to Ted Williams as a hitter and wants to be the next Johnny Pesky to the organization. The latter comparison is perhaps more insulting given the saint that was Johnny Pesky. The man wants his number retired while the Red Sox want to give it to scrubs.
The man is a douchebag.