Shunsuke Nakamura
Cuéllar continued to play well for Rangers, but he was sent off during a critical Old Firm match for handling a goal-bound Shunsuke Nakamura shot. The resultant penalty kick was saved by Allan McGregor, but Celtic went on to win the match and the league title. As personal reward for what was an outstanding season, Cuéllar collected the Scottish Premier League Player of the Year award and was named the Scottish Football Writers Associations Player of the Year. At the event, he was quoted as saying "I want to stay at Rangers for life." Following the departure of Thomas Buffel during the summer, Cuéllar was handed the number 4 shirt for the 2008–09 season, but never wore it as he was injured for the first game against Falkirk and transferred to Aston Villa just days later. He made a total of 65 appearances for Rangers, a club record for a single season, and scored 5 goals.