On November 30, he made four tackles and intercepted Patriots's quarterback Matt Cassel for his first career interception during the Steelers' 33–10 victory. On January 11, 2009, he played in his first career playoff game when the Steelers defeated the San Diego Chargers, 35–24, in the wildcard round. He finished the game with six combined tackles, three of them being solo. The Steelers defeated the Baltimore Ravens in the AFC Championship and went on to play the Arizona Cardinals in Super Bowl XLIII. In his first Super Bowl, Timmons recorded five tackle, helping his team win, 27–23. He finished his second season with 65 tackles, five sacks and an interception, while starting three games and playing in all 16 regular-season contests.