More Than a Game: The Emotional Story Behind the Darren Stewart Cup
This Saturday, the sixth instalment of the Darren Stewart Cup will unfold at Lyall Peacock Oval, bringing together football, family legacy, and a crucial conversation about men's mental health. The match, scheduled for 2pm, will see Toronto-Awaba take on APIA Leichhardt under-20s in a fixture that transcends the typical sporting rivalry.
A Family's Tribute on the Field
For Toronto-Awaba players Flynn and Noah Fittler, the event holds profound personal significance. The brothers grew up idolising their late uncle, former Socceroo Darren Stewart, who tragically took his own life in 2018 at the age of 52 while coaching in Singapore. Now, they have the opportunity to honour his memory directly on the pitch.
Flynn Fittler, 23, will anchor the defence, while his brother Noah, 25, will command the midfield. "It is a day of mixed emotions," Flynn reflected. "It is a great cause and a chance to honour his legacy. You also reflect on the missed times."
The Fittler brothers' connection to their uncle was deep, despite geographical distance. "I followed him closely," Flynn said. "I was in the Jets Academy and I looked up to him. We would visit him in Malaysia and Singapore and watch the teams he coached." Their family bond was further strengthened when Stewart's daughter, Melanie, lived with them for a period.
Blending Football with a Vital Cause
Saturday's event, held in partnership with the men's mental health organisation Talk To Me Bro, is designed to raise awareness and funds with equal importance to the football itself. All proceeds from the 2026 Darren Stewart Cup will directly support awareness and education workshops for communities, schools, and sporting groups in need.
"Talk To Me Bro do men's mental health days at the club," Flynn explained. "We learn about different triggers and coping mechanisms that can be implemented into everyday life. They are a great organisation."
The day also serves as the season launch for Toronto's Junior Development League and Premier Youth League seasons, with festivities commencing at 10am. Entry is by gold coin donation, with additional fundraising activities planned throughout the event.
Honouring a Local Football Legend
Darren Stewart was a Toronto-Awaba junior who rose to prominence in the national league, playing for the Newcastle Breakers and APIA Leichhardt. The defender earned three caps for the Socceroos after making his debut in 1992, before embarking on a successful playing and coaching career in Malaysia and Singapore.
His legacy continues to unite the Toronto community. "The Toronto community is very tight and strong," Flynn noted. "This brings everyone together." The cup will be presented to the winning team by Flynn's mother, Allison (nee Stewart), and his grandmother, Kathy, adding another layer of family significance to the occasion.
Anticipation Builds for Competitive Clash
As the match approaches, Flynn Fittler acknowledged the challenge ahead while expressing pride in his local club. Now in his fifth season with the Stags, he has declined offers from NPL clubs due to his commitment to Toronto and its community.
"APIA will be very fit and move the ball around, but we will give it a crack," he said. "We always step up for these games. I hope we get a win, but if we don't it will be a good day for a good cause."
The Darren Stewart Cup stands as a powerful reminder that sport can serve as a vehicle for important social conversations, while keeping the memory of a beloved footballer and family member alive through meaningful action.
If you or someone you know needs support: Lifeline 13 11 14, Beyond Blue 1300 22 46 36
