William Winter enlisted in the Gloucester area on the 18th of February, 1813 for service in the 2nd battalion, 48th Regiment of Foot. The 2nd battalion was stationed at Chelmsford and it was from here on the 25th of October, 1814 that he was discharged to the 1st battalion, 48th Regiment of Foot, which at that period was stationed at Limerick. By January, 1816 the Regiment was stationed at Dublin. William Winter deserted on the 17th June, 1816 and, was believed to have been committed to imprisonment at Chester on the 12th of July in the same year.
The Regiment was soon after commissioned to serve in Sydney, New South Wales. The letter to his parents on the reverse of the picture mentions an earlier request for funds, which obviously could not be fullfilled. It is fair to presume that Winter's request for money, was to buy himself out of the army, possibly having heard news of the Regiments impending fate.