Brennan is from Willingboro Township, New Jersey and grew up in Moorestown, New Jersey. He left Moorestown High School during his senior year to begin his career as a hockey player, later playing two seasons with the now-defunct St. John\'s Fog Devils of the Quebec Major Junior Hockey League (QMJHL) before moving with the team to Montreal, when it became the Montreal Junior Hockey Club.\n', '

During the 2006–07 season, Brennan scored 16 goals and 25 assists in 68 games, winning the Raymond Lagacé Trophy as the QMJHL defensive rookie of the year. The following year, he played three fewer games and matched his offensive output from the year before while averaging a point per game in his team\'s six-game playoff run.\n', '

On April 18, 2009, Brennan signed a three-year, entry-level contract with the Buffalo Sabres that began in the 2009–10 season. Throughout the season, Brennan spent time acclimatizing to the professional level whilst with Portland, further developing his defensive game that he had begun to work on in Montreal, when his point totals dropped as he looked to become stronger as a defenseman. His work ethic also improved–Brennan quickly learned that to stay in the line-up, he would have to continue to earn his place every night, or be a healthy scratch; his hard work paid off, and he didn\'t miss two games back-to-back from January 12, 2010, to the end of the Pirates\' post-season.\n', '

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