Bobby won the Calder trophy as rookie of the year in 1966. This was the start of something special, which has lead many to call Bobby the greatest player in the history of the NHL. New York Rangers defenseman Harry Howell, the winner of the Norris Trophy as the league's best defenseman in Orr's rookie year, famously predicted that he was glad to win when he did, because "Orr will own this trophy from now on."

Orr was limited to just 46 games in the 1968 season, but he nonetheless won the first of eight straight Norris trophies, more than any other defenseman in NHL history. In 1970 he doubled his scoring total from the previous season to score 120 points, six shy of the league record and becoming the first and only defenseman in history to win the Art Ross Trophy as the league's leading scorer. Besides the Norris and Art Ross, Orr also captured the first of his three consecutive Hart Trophies as regular-season MVP and later won the Conn Smythe Trophy for his playoff heroics, being the only player in history to win four major NHL awards in one season. He went on to lead the Bruins in a march through the playoffs that culminated on May 10, 1970, when he scored one of the most famous goals in hockey history to give Boston its first Stanley Cup in 29 years.
 
In 1971, Orr finished second in league scoring while setting records that still stand for points in a season by a defenseman and for plus/minus (+124) by any position player. Orr led the Bruins to the Stanley Cup again in 1972, leading the league in scoring in the playoffs and scoring the championship-winning goal en route to his second Conn Smythe Trophy as playoff MVP.

This wire photo, dated May 10, 1971, shows Bobby in front of two of the four trophies he won that season. The headline reads "The National Hockey League announced 5/10 that Bobby Orr of the Boston Bruins was awarded the Hart Memorial Trophy as the leagues most valuable player, and the James Norris Memorial Trophy as the best defenseman for the 1970-71 season here."  The photo is in nice condition and the signature is beautiful.