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He made the big club during the [[1974–75 NHL season|1974–75 season]], and despite suffering injuries that restricted him to 47 games, scored 22 goals in that limited time. The following season was not as spectacular, as he scored 24 goals in 77 games while showing defensive deficiencies.
Middleton was traded to the Boston Bruins for [[Ken Hodge]] on May 26, 1976. Rangers head coach and general manager [[John Ferguson Sr.]] was confident that his team had enough young talent to justify making Middleton expendable. What the Bruins got was a player who was ten years younger and a swifter skater than Hodge.<ref>{{Cite news|url=https://www.nytimes.com/1976/05/27/archives/rangers-acquire-hodge-of-bruins-for-middleton-rangers-get-bruins.html|title=Rangers Acquire Hodge Of Bruins for Middleton|last=Eskenazi|first=Gerald|date=May 27, 1976|work=The New York Times|access-date=April 29, 2018}}</ref> The transaction became even more one-sided in favor of the Bruins when head coach [[Don Cherry]] developed Middleton's defensive skills to make him a solid two-way player.<ref>{{Cite news|url=https://www.nytimes.com/1983/01/15/sports/rick-middleton-s-new-priority.html|title=Rick Middleton's New Priority|last=Moran|first=Malcolm|date=January 15, 1983|work=The New York Times|access-date=April 19, 2018}}</ref> Hodge played only a single season more before his career ended, while Middleton became a great star in Boston, scoring a hat trick in his first game as a Bruin and nearly nine hundred points in a Bruins uniform over the next twelve years.
His best season was the [[1981–82 NHL season|1981–82 season]], during which Middleton scored a career high 51 goals, won the [[Lady Byng Trophy]] for excellence and sportsmanship, and was named to the NHL's Second All-Star Team.
Middleton also starred in international play, being named to play for [[Canada men's national ice hockey team|Team Canada]] in the [[Canada Cup (ice hockey)|Canada Cup]] in [[1981 Canada Cup|1981]] and [[1984 Canada Cup|1984]].
On July 31, 2018 the [[Boston Bruins]] announced that they will retire Middleton's #16 on November 29th 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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*AHL First All-Star Team in [[1973–74 AHL season|1974]]
*Won [[Dudley "Red" Garrett Memorial Award]] ([[American Hockey League|AHL]] Rookie of the Year) in [[1973–74 AHL season|1974]]
*3x [[National Hockey League All-Star Game|NHL All-Star Game]] in [[33rd National Hockey League All-Star Game|1981]], [[34th National Hockey League All-Star Game|1982]], [[36th National Hockey League All-Star Game|1984]]
*[[1981 Canada Cup]] Silver Medal
*
*Won [[National Hockey League|NHL]] [[Lady Byng Memorial Trophy]] in [[1981–82 NHL season|1982]]
*[[NHL Second All-Star Team]] in [[1981–82 NHL season|1982]]
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