Pitcher is a right-handed batsman who bowls right-arm medium-fast. In 2009, Pitcher made his debut for Bermuda in a first-class match against Namibia in the 2009-2010 Intercontinental Shield at the Wanderers Cricket Ground, Windhoek. Following the match he made his List A debut against the same opponents, making two appearances in that format.
The following year, Fray made a further List A appearance against the touring United Arab Emirates, at the National Stadium, Hamilton.
He was selected as part of Bermuda"s squad for the World Twenty20 Qualifier.