Messenger began the 1906 season in first grade with Easts as a 'standoff' (five-eighth). He swiftly won a following amongst the club's supporters due to his mesmeric ball skills, cheeky tricks, blistering acceleration and accurate short- and long-kicking game off either foot. Messenger moved to what would become his customary position of centre following his selection there for the New South Wales team in 1906. By the time of his Wallaby debut in 1907, he had made that position his own.