Middleton succeeded O'Reilly as team captain in 1985 - a responsibility he shared with Bourque - when O'Reilly became the Bruins coach for Nifty's final two seasons.
During his speech, Middleton stressed the importance coaching had on his career and life, which is was enforced by the fact that his junior coach Frank Miller and first Bruins coach Don Cherry were sitting in the spotlight with him.
"From bantam to midget for three years, Frank Miller," said Middleton, "And he did a lot for me and my career then. He helped me go up the ladder in order to play junior hockey. You've got to climb that ladder. You've got to get to the next level. And really him and Don, that's why they're here, [they] were the two most important coaches that I had. You've got to have good coaching, you really do, especially when you're younger."
Cherry said a few words during Middleton's speech that brought levity to the crowd and showed the strength of their bond all these years later.
Middleton was also sure to thank all of his old friends that have passed that had such an important influence on his life, as well as his newer friends: the 2002 U.S. Paralympic sled hockey team, which won a gold medal at the Winter Olympics in Salt Lake City. Four of his players were present on the ice to support their former coach with the gold medal in tow.
"It came out of left field," said Middleton. "And I was almost 50 years old, and I knew nothing about sled hockey… It was a road that was so weird because I've always been in the able-bodied hockey world, and this world was totally different, for good and bad.
"We fought through it over 9/11 and right into Salt Lake City as the last seed, and we ended up winning the gold medal. As a matter of fact, we're writing a movie on it right now.
"To have these guys here tonight, or some of them - I wish they all could have made it - but it's just great to see that these guys came out for me."