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At the time of his retirement following the 1987-88 season, Middleton ranked third on the Boston Bruins' all-time regular-season scoring list (trailing only Johnny Bucyk and Phil Esposito) with 402 goals and 496 assists for 898 points--10 more than Bobby Orr accumulated. As of the end of the 2020-21 season, Middleton was in fifth spot, having been overtaken on the list by both Raymond Bourque and Patrice Bergeron.
Middleton's 100 playoff points for Boston puts him in a sixth-place tie with Johnny Bucyk on the club's all-time list.
On November 29, 2018 the [[Boston Bruins]] retired Middleton's #16 before a game against the [[New York Islanders]] at [[TD Garden]].<ref>{{Cite web|url=https://www.nhl.com/bruins/news/bruins-to-retire-rick-middletons-number-16-jersey/c-299638504|title=Bruins To Retire Rick Middleton's Number 16 Jersey|website=NHL.com|language=en-US|access-date=2018-07-31}}</ref>
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