Ian Westwood progressed through all stages of the Bears youth system and was eventually named club captain ahead of the 2009 season. Westy impressed with his temperament and produced many stubborn innings at the top of the order.
He stepped down from the captaincy at the end of the 2010 season having already been replaced in the limited-overs team that won the CB40 final. He continued to contribute in the longer-form and played a valuable role in the championship-winning side of 2012. The Bears rewarded his loyalty by awarding him a benefit season for 2015.