|Date of birth||19 May 1977|
|Place of birth||Deniliquin, New South Wales|
|Original team||Deniliquin (NSW)|
|Debut||Round 22, 3 September 1995, Sydney
v. Collingwood, at SCG
|Height/Weight||184 cm / 88 kg|
|Position(s)||Back pocket, fullback|
Sydney (1995–2009)234 games, 56 goals
1 Playing statistics correct to end of 13, 2009 season.
Originally from Deniliquin, New South Wales, Barry attended St Ignatius' College, Riverview before being drafted as a zone selection in the 1994 National Draft and making his debut in the final round of the 1995 season against Collingwood. For the next few seasons he played in the forward line without consistency, struggling to find a place in an already strong forward line. He did, however, display an ability to take spectacular jumping marks, earning him the nickname "Leaping Leo".
In 2001, Swans coach Rodney Eade moved Barry to the backline, where he prospered. Despite being short for a fullback at 184 cm, he has successfully played on much taller opponents, making use of his leaping skills and using his body well. Regularly playing on opponents 10–15 cm taller than he is, Barry rarely has multiple goals kicked upon him. Barry's unique defensive ability is observed in 2004 when Barry kept 196 cm St Kilda full forward Fraser Gehrig to two handballs for the whole game (for this effort, he received three Brownlow Medal votes.)
Despite being only 184 cm tall, Barry is surprisingly strong which has become a useful necessity for him when facing taller opponents such as Fraser Gehrig, Brendan Fevola, David Neitz, Anthony Rocca, Chris Tarrant, Quentin Lynch, Matthew Lloyd, Jonathan Brown, Daniel Bradshaw and Matthew Richardson, amongst others.
In Round 10, 2005, he had the embarrassing honour of being the fullback playing on Gehrig in what was the St Kilda forward's 200th game, where he kicked eight goals in the match playing on Barry. In Round 1, 2006, he was the fullback playing on Essendon full-forward Matthew Lloyd in what was the latter's first game as Essendon captain; Barry had six of Lloyd's eight goals kicked against him.
On 18 August 2009, Barry announced he would retire from football at the end of the current season.
Barry will always be remembered as the player who "caught the cup" for the Swans. Not only did he ensure the victory for the Swans but Barry's backline heroics were instrumental to the Swans' success which culminated with one of Barry's trademark spectacular marks during the 2005 AFL Grand Final between Sydney and West Coast. After a kick from Dean Cox was sent into the forward line, Barry marked in a big pack within the dying seconds of the game to secure the Swans' long-awaited premiership. Commentator Stephen Quartermain described the mark, as:
"Cox throws it onto the left, one last roll of the dice for the Eagles! Leo Barry you star!..(siren in background)..The longest premiership drought in football history is over! For the first time in 72 years the Swans are the champions of the AFL!"
- AFL Tables - Sydney v St Kilda - 06-Jun-2004 - Match Stats
- Bombers upset Swans - ABC News (Australian Broadcasting Corporation)
- Seven controversial moments of Essendon champ and Hall of Fame inductee Matthew Lloyd, Herald Sun, 5 June 2013
- "Ricciuto to lead All-Australian side". ABC News. 6 September 2005. Retrieved 19 October 2012.
- Nicholls, Michael: Leo Barry announces retirement, AFL Online, 18 August 2009.
- Robinson, Russell (16 September 2006). "Leaping Leo's grab for $50,000". The Australian. Retrieved 30 October 2010.
- Leo Barry's profile on the official website of the Sydney Swans
- Leo Barry's statistics from AFL Tables
- "Leapin' Leo takes flight". The Age. 22 September 2005.
- "Barry leaps to 150". Sydney Swans website. 20 April 2005.