One of his young brothers, John Alexander "Jack" Fincher was also a talented footballer, playing senior VFL football with Richmond and with Footscray.
Country Footballer
Charlie Fincher was an exceptionally talented young footballer, playing with the senior Lauriston team when just 15, transferring to the side from Malmsbury, Victoria that played in the Kyneton District Association, and then, in 1911, he played the first of his two seasons with the Ballarat club Scarsdale. In his second year with Scarsdale he represented the Ballarat League in matches against Geelong, a combined Broken Hill side, and a combined VFL team.
South Melbourne
His form in the representative matches impressed the South Melbourne Football Club, and Finscher was invited to Melbourne to train with the team. Granted a clearance on 25 April 1913, he played his first senior VFL match with South Melbourne, against St Kilda, at the Lake Oval, on Saturday, 26 April 1913, as a rover. He played well and kicked one goal. The next Saturday, he played in a tough match in very wet conditions against Carlton, at Princes Park, which South Melbourne drew with Carlton despite having five less scoring shots. He missed the next two matches, then played well in South Melbourne's 14 point round five win over Geelong, scoring two goals, In round six, he played against Melbourne, then against Fitzroy and University. He did not play for two weeks, then played again in rounds eleven, twelve, and thirteen. In his last match on 19 July 1913, against Essendon, South Melbourne unexpectedly lost by 20 points.
On 29 April, he was granted a clearance from South Melbourne to the Essendon Town Football Club, also known as Essendon 'A', and was given a permit to play with them. He played his first match for Essendon 'A', against Brighton, on Saturday, 2 May 1914 ; he played well in a team that beat Brighton by 89 points. He played consistently well for the team in the remaining games of the season, playing his last VFA game in the 31 point, 8.10 to 13.11, Semi-Final loss to North Melbourne.
Soldier
At the time of his enlistment, he was living in Albert Park, and was employed as an engine-driver with the Metropolitan Gas Company. Two of his brothers, Lieutenant George Francis Fincher, and Lieutenant James Francis Fincher, also served in the First AIF; and each of his brothers was Mentioned in Despatches. He embarked from Melbourne on the HMAT Orvieto on 21 October 1914, bound for Egypt and the Dardanelles. Midway across the Indian Ocean, their ship encountered, and took on board, survivors from the German raider, the SMS Emden, that had been defeated by HMAS Sydney.