Chatham Cup Champions: 2009 - 2-1 winners against Auckland's Three Kings United
Chatham Cup Finalists: 1994, 2009
Chatham Cup Top 4: 1994, 2005, 2009, 2013
SuperClub Plate Champions: 1995
Central League Division One Winners: 1991, 2010, 2016, 2021
Central League Division One Runners up: 2005, 2012, 2013
Central Premier Runners up: 1997
Federation Premier League Runners up: 2004
Central League Division Two Winners: 1977, 1980, 1986
National U19s Youth Championships Winners: 1994
National U19s Youth Championships Runners up: 2017
Hilton Petone Cup Winners: 1994, 2004, 2014
Hilton Petone Cup Runners up: 2005, 2012
​​​​​​​Ivan England Cup Winners: 2004, 2005, 2014
NZ All White Internationals which have come through the ranks at Wellington Olympic AFC.
(1997-2000)
Bertos is easily one of the most exciting talents to come out of Wellington Olympic Football Club. In 1997 Leo made his first team debut for Olympic at aged 15 and went on to make 53 first team appearances before signing for English Championship side Barnsley FC in 2000. Leo spent seven seasons in the UK before making a move to Australias Premier Competition the Hyndai A-League signing for Perth Glory in 2006.
Leo now applys his trade back in his city of birth for Hyndai A-League Club the Wellington Phoenix and won the Sony Player of the Year award in 08/09 in his first season at the Club.
New Zealand International Caps: 50 (2002 - Current All White).