Curt Schilling wears #38. Boston won't retire that number for him because the Red Sox thankfully have a very rigorous policy when it comes to retiring numbers. First, the player must be admitted into the Hall of Fame as a Red Sox. Second, the player must have spent at least 10 years with the team in uniform. Third, the player must retire as a Red Sox. (This last requirement can be fudged a bit by bringing someone back as a coach or spring training instructor.)
Anyway, while the Red Sox won't retire #38, it wouldn't surprise me if the Philadelphia Phillies decided to do so; if Schilling enters the Hall of Fame, it will likely be as a Philadelphia Phillie, where he enjoyed his best statistical seasons and had his longest tenure in MLB. Also, if the Red Sox do not re-sign Schilling, a return trip to Philadelphia would be his likeliest destination.
As for #28, how about Bert Blyleven? He's a borderline Hall of Famer. I could see the Twins retiring his number if he gets elected.
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