Jim Brennan is a former Canadian left back who was born in Toronto, Ontario on May 8th 1977. Brennan moved to England at a young age, beginning his professional career at Bristol City in 1994, but didn't become a regular at Ashton Gate until 1998/99. He moved to Nottingham Forest in October 1999 for £1,500,000, and made his debut for David Platt's side on 30th October in a 1-0 loss at Barnsley. Brennan became a firm fixture in the starting eleven at The City Ground in 1999/2000, but missed much of the following campaign through injury. The Canadian had a brief loan spell at Huddersfield in March 2001. Brennan returned to Forest in the summer of 2001 for another two successful seasons.
On 1st July 2003 Brennan signed a three year deal at Norwich when his Nottingham Forest contract expired. The former Bristol City man was mainly used from the substitute's bench as back up for Adam Drury in 2003/04, as the Canaries won promotion to the Premiership after a nine year absence. Brennan spent his first few months at Carrow Road injured, having to wait until 29th November 2003 for his debut, a 1-0 win over Crewe. He featured even less in Norwich's Premiership campaign in 2004/05, only establishing himself as a regular after the club was relegated back to the second tier in 2005.
On 27th January 2006 Brennan signed for George Burley's Southampton on a free transfer. He made his debut a day later in a 1-0 FA Cup win at Leicester. Brennan was a reasonably solid performer at St Marys in a transitional period for the club. He was released by the club in May having not done enough to earn a longer contract.
On September 8th 2006 Brennan finally returned home when he agreed to join new Major League Soccer franchise Toronto FC. He became the team's first player and captain. On May 26th 2007 Brennan became the first Canadian to score for the club, converting a free kick against the Colombus Crew. The former Saints man hung up his boots in 2010.
After retiring, Brennan remained at Toronto, becoming assistant general manager. In March 2011 Brennan left that position to take up a new role of Junior Academy Head Coach.