The son of Thomas Caldwell and Agnes Caldwell (1854–1907), née Smith,[1] 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.[2][3] They had two children, Edna May Caldwell (1913),[4] and John Arthur Caldwell (1917–1987).[5] He was also the brother-in-law of former Williamstown footballer "Jack" May,[6] who married Clarissa's sister in 1917.[7]
Siblings
He had nine brothers and sisters, including:
Robert John Caldwell (1876–1927): Williamstown footballer.[8]
Thomas Campbell Caldwell (1879–1960): served in the First AIF, and was awarded the
Military Medal in 1917.[9]
Joseph Albury Caldwell (1893–1966): served in the First AIF.[10]
Football
Williamstown
Caldwell played his junior football with Williamstown CYMS, Yarraville Juniors and Newport Juniors before commencing with Williamstown in the VFA in 1905. He played until 1908 and was a premiership player with
Victorian Football Association (VFA) club
Williamstown in 1907, the Club's first. He transferred to South Melbourne in 1909.
South Melbourne
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.[11] 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
Victorianinterstate representative.
Footscray
Cleared from South Melbourne on 12 May 1920,[12] he played three matches for Footscray in the VFA — on 15 May,[13] 22 May,[14] and 29 May[15] — before resigning as a player and moving on to coach "Footscray Diggers", in the Victorian Junior Association;[16] and, at least, by 31 July 1920, he was serving as captain-coach of Camperdown in the Corangamite Football Association.[17][18]
Williamstown
Caldwell returned to captain-coach Williamstown In 1921 and 1922, and led them to a premiership in the former season.[19] This meant Caldwell had played in both of Williamstown's first two premiership teams. In total, Caldwell played 81 games for 'Town, is a member of the WFC Hall of Fame and was selected on a wing in the WFC Team-of-the-Century.
Perth
Cleared from Williamstown on 25 April 1923,[20] he captain-coached the Perth team in 1923 and 1924 "without much success";[21] and, in the second half of the 1923 season, "was disqualified for the [remainder of] the season for abusing a field-umpire".[22]
Carlton
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.[23]
Rutherglen
Although offered another year at Carlton in 1926, Caldwell took up a more lucrative offer,[24] and was appointed captain-coach of the
Rutherglen Football Club in the
Ovens and Murray Football League.[25] Caldwell resigned as coach of Rutherglen in July, 1926.[26] Due to financial considerations, the Rutherglen club not only decided not to appoint a playing coach for the 1927 season, but also decided not to appoint a paid coach at all.[27]