With 14 days remaining until Essendon opens its 2026 season, the Don The Stat Guernsey Countdown  continues with Number 14 . Guernsey 14 first appeared in Essendon colours during the 1911 finals series , worn by Paddy Shea , who went on to be part of Essendon’s 1911 Premiership team . One of the earliest long-term wearers was Charlie May , who played 83 games  between 1922 and 1926 , including Premiership success in 1923 and 1924 . The number’s strongest historical associatio