The top two are the Boston Celtica and NY Yankees: The Celtics retires a total of 21 retired numbers for 22 people -- two players wore 18, and it ras retired for both of them. There are 16 former Yankees with their uniform numbers retired. While Jackie Robinson's #42 was retired from Baseball entirely in '97, players already wearing 42 were allowed to keep it. NYY pitcher Mariano Rivera is the last active player still wearing 42.
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The New York Yankees with 15 player's numbers retired.
The Montreal Canadiens have 17 players' numbers retired.