After another playoff disappointment behind them the T-Wolves started the 2008–2009 season looking to take the next step and win the Kent Cup. They finished second in the Meek Division, five points behind first place Summerside and just one point ahead of third place Woodstock.
After a playoff setback, the T-Wolves began the 2008–2009 season with goals to advance and win the Kent Cup. They finished second in the Meek Division, trailing first-place Summerside by five points and one point ahead of third-place Woodstock.