Jim Caldwell (footballer)  James McIlwrick "Ginger" Caldwell (11 August 1888 – 20 August 1929) was an Australian rules footballer who played with South Melbourne in the Victorian Football League (VFL). The son of Thomas Caldwell and Agnes Caldwell (1854-1907), née Smith, he was born at Williamstown, Victoria, on 11 August 1888. He married Clarissa Ann Hayes (1891-1967), the daughter of Richard and Elizabeth Hayes on 7 August 1912. They had two children, Edna May Caldwell (1913), and John Arthur Caldwell (1917-1987). He was also the brother-in-law of former Williamstown footballer "Jack" May, who married Clarissa's sister in 1917. He had nine brothers and sisters, including:  Caldwell played through the centre and was a premiership player with Victorian Football Association (VFA) club Williamstown in 1907-1908. In his debut season (1909), South Melbourne reached the Grand Final but Caldwell missed playing due to a nine-week suspension for striking Carlton's George Bruce in the Preliminary Final. Almost a decade later, in 1918, as captain-coach, he led the club to victory in the 1918. By then, Caldwell was playing as a rover and had become a regular Victorian interstate representative. Cleared from South Melbourne on 12 May 1920, he played three matches for Footscray in the VFA — on 15 May, 22 May, and 29 May — before resigning as a player and moving on to coach "Footscray Diggers", in the Victorian Junior Association; and, at least, by 31 July 1920, he was serving as captain-coach of Camperdown in the Corangamite Football Association. In 1921, Caldwell captain-coached Williamstown to a premiership. Cleared from Williamstown on 25 April 1923, he captain-coached the Perth team in 1923 and 1924 "without much success"; and, in the second half of the 1923 season, "was disqualified for the [remainder of] the season for abusing a field-umpire". On the resignation of Carlton's captain-coach Paddy O'Brien — who (later) went to play with Footscray in its first VFL season — Ray Brew acted as coach for four matches. Caldwell (then in Perth) was appointed coached of Carlton for the remainder of the 1925 VFL season. Although offered another year at Carlton in 1926, Caldwell took up a more lucrative offer, and was appointed captain-coach of the Rutherglen Football Club in the Ovens and Murray Football League.