Club career
South Melbourne FC
Signed as a 19-year old from Sunshine George Cross, Trimboli rapidly showed why he was considered one of Australia's brightest talents. Primarily playing behind the striker, Trimboli terrorised opposition defences with his skill and vision. In his first two seasons at the club, he captured the Sam Papasavas medal for the best under-21 player in the NSL, as well as winning the Theo Marmaras medal for South Melbourne's player of the season in 1988, 1989 and 1990. Additionally, he tasted his first silverware with the club, winning the Dockerty Cup in 1988 and 1989.
In 1990/91, Trimboli helped South win their second NSL Championship – and their first since 1984 – by providing the all important assist for Joe Palatsides' last-minute equaliser in the Grand Final against Melbourne Knights. Hellas would go on to win the title on penalties after a dramatic shootout.
Trimboli continued to dominate in the NSL and was rewarded with the Johnny Warren Medal in 1992/93 for the best player in the competition. His stronghold over the Theo Marmaras medal also continued as he claimed the award in 1996, 1997 and 1998.
In 1997/1998, Trimboli captained the Ange Postecoglou-led South Melbourne side to the Championship with a 2–1 win over Carlton in the Grand Final, whilst snaring his second Johnny Warren medal. Trimboli repeated the heroics in 1998/1999 by contributing a goal in South Melbourne's 3–2 win in the Grand Final against Sydney United.
With this victory, South Melbourne qualified for the 1999 Oceania Champions Cup to determine the best side in Oceania. After their subsequent 5-1 win against Nadi of Fiji, South Melbourne qualified for the 2000 Club World Cup in Brazil.
Trimboli led his Hellas team-mates against footballing giants Manchester United, Necaxa of Mexico and Brazil's Vasco Da Gama - all three of their matches taking place in the iconic Maracana stadium. [2] Trimboli garnered praise for his performances against the likes of David Beckham and Romario in the tournament.
In 2001, Trimboli again captained South Melbourne to a grand final, which they lost 2–1 to Wollongong. He played for South until the demise of the NSL in 2004 and retired prior to the start of the A-League in 2005.
Trimboli is widely considered to be South Melbourne's greatest-ever player by fans and critics alike. He was voted captain of the South Melbourne team of the century in 2002. He is still South Melbourne's all-time record goalscorer (115), record games holder (430) and most decorated player in terms of individual accolades and silverware won.
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