3. Peter Chiarelli -- 43
One of several current GMs with either a background in law, player representation or both, Chiarelli took charge of the Boston Bruins in the summer of 2006 and has revived a proud franchise. Chiarelli's most famous moves include signing Zdeno Chara, who played for the Ottawa Senators when Chiarelli was their assistant GM, and making the "Phil Kessel trade" in which the Bruins netted Tyler Seguin, Dougie Hamilton and Jared Knight.
Chiarelli also made a series of deft moves to fill out the roster and return the Stanley Cup to Beantown in 2011 for the first time since 1972, and the Bruins are built to be a top contender for years to come.
"Well, let's see, under Chiarelli's watch the Bruins have drafted well, signed top free agents, made smart trades and won the Stanley Cup," NHL.com senior writer Dan Rosen said. "He drafted Milan Lucic, Brad Marchand and Dougie Hamilton. He signed Zdeno Chara. He traded for Nathan Horton and Gregory Campbell, who has been the perfect so-called program player. He traded for Tuukka Rask. He traded for Jaromir Jagr. The list goes on and on. Chiarelli is hardly known for just one trade; his fingerprints are all over the Bruins' successes."