By the time Orr turned 16 in 1964, he was still two years away from playing in the NHL and his father Doug was dissatisfied with the Bruins' treatment of the prospect. Doug had asked the Bruins' Blair for more money for Bobby and was turned down. Doug Orr met Toronto lawyer Alan Eagleson at a juvenile fastball tournament dinner in Parry Sound and asked Eagleson to help out with the situation. Eagleson agreed to work with the family for free and continued to do so for the next two years. Bobby and Eagleson developed a relationship Orr would later describe as being like brothers. The two soon became a team, discussing Bobby's future plans without his father Doug.  Eagleson was determined to get Orr a top salary. When Hap Emms, the general manager of the Bruins offered a US$5,000 (US$37,713 in 2017 dollars) signing bonus and US$7,000 and US$8,000 (US$52,798 and US$58,715 in 2017 dollars) for his first two years in the league, Eagleson countered with US$100,000 (US$754,256 in 2017 dollars) for the two years. or Orr would refuse to play with the Bruins and play for Canada's national team instead, like Carl Brewer. Orr wanted desperately to play in the NHL, but he went along with Eagleson's strategy and was willing to play for the nationals. The Bruins and Orr agreed on a US$25,000 signing bonus (US$188,564 in 2017 dollars), and a salary "less than $100,000" for the two years, a figure kept secret. Speculation has ranged on an annual salary of US$25,000 to US$40,000 (US$188,564 to US$339,415 in 2017 dollars) at a time when the typical maximum rookie salary was US$8,000. (US$60,341 in 2017 dollars) The official signing ceremony was done on Emms' boat, the Barbara Lynn, where Eagleson and Emms had conferred during negotiations.  At the time, it made Orr the highest-paid player in league history. But beyond that, the signing became one of the most important in the history of professional hockey. Until that time, players had been forced to accept whatever NHL management paid in salaries. It was the start of the player's agent era in professional hockey. For Eagleson, it was the start of his sports business empire. Based on the Orr signing, Eagleson would become the executive director of the new National Hockey League Players' Association (NHLPA) and started on his rise to become one of the most powerful men in the sport and business of ice hockey.  Orr joined the Bruins for the 1966-67 season, his first as a professional. The Bruins were not convinced Orr belonged on defence, trying him out at centre first. Through the pre-season, Orr was given jersey number 27. At the season's start, the Bruins offered him jersey number 5, that of past Bruins star Dit Clapper, but Orr chose jersey number 4. Orr made his NHL regular-season debut on October 19, 1966, against the Detroit Red Wings, getting one assist. On October 22, he scored his first NHL goal against the Montreal Canadiens. It was a slap shot past Gump Worsley and the Boston Garden crowd gave Orr a standing ovation.  In that first season, Orr was challenged by the veterans, and he earned respect by defeating Montreal tough guy Ted Harris in his first NHL fight. On December 4, 1966, Toronto Maple Leafs' defenceman Marcel Pronovost checked him into the boards, injuring Orr's knees for the first time in the NHL. He would miss nine games and the Bruins would lose six of them. The team finished with a 17-43-10 record, leaving the Bruins in last place. However, attendance at Boston Garden increased by forty-one thousand fans.  For the season, Orr scored 13 goals and 28 assists, one of the best rookie seasons in NHL history to that point by a defenceman. Orr won the Calder Memorial Trophy as the league's outstanding rookie and was named to the NHL's Second All-Star team. New York Rangers defenceman Harry Howell won the Norris Trophy as the league's best defenceman that year. In accepting the award, Howell said he was glad to win when he did, predicting "Orr will own this trophy from now on." Orr was runner-up in voting.  In 1969-70, Orr almost doubled his scoring total from the previous season, to 120 points, six shy of the league record (which had been set by his teammate Phil Esposito the previous season), leading the league in scoring. As of 2016, Orr is the only defenceman in history to win the Art Ross Trophy as the league's leading scorer, which he also achieved a second time, in 1974-75. In addition to the Norris and the Art Ross, Orr captured the first of three consecutive Hart Trophies as regular-season MVP and later won the Conn Smythe Trophy for his playoff performance, becoming the only player in history to win four major NHL awards in one season.  Orr went on to lead the Bruins in a march through the 1970 playoffs scoring nine goals and 11 assists. The march culminated on May 10, 1970, when he scored one of the most famous goals in hockey history and one that gave Boston its first Stanley Cup since 1941. The goal came off a give-and-go pass with teammate Derek Sanderson at the 40-second mark of the first overtime period in the fourth game, helping to complete a sweep of the St. Louis Blues. According to Orr:  If it had gone by me, it's a two-on-one. So I got a little lucky there, but Derek gave me a great pass and when I got the pass I was moving across. As I skated across, Glenn had to move across the crease and had to open his pads a little. I was really trying to get the puck on net, and I did. As I went across, Glenn's legs opened. I looked back, and I saw it go in, so I jumped.  The subsequent photograph by Ray Lussier of a horizontal Orr flying through the air, his arms raised in victory - he had been tripped by Blues' defenceman Noel Picard after scoring the goal - has become one of the most famous and recognized hockey images of all time--and today is highlighted in the opening sequence of the Canadian Broadcasting Corporation's Hockey Night in Canada telecasts.

Answer this question "Who did Orr play for in 1969?" by extracting the answer from the text above.
Bruins