[Please Note: Dainty's spell as Manager was entirely whilst the Club were playing Non-League Football due to WWI, and this has effected the coding on this page.]
A Northamptonshire born centre-half, Dainty had spells with Leicester, Notts County and Southampton before arriving at Dens Park in 1905.
Dainty was at Dundee for six seasons, and was part of their team that won the 1910 Scottish Cup. After a two year spell in Bradford, he returned to Scotland to become Ayr United's player/manager in 1913.
Two years later, the Dundee Hibs board showed their ambition by bringing Dainty to Tannadice in the same role when Pat Reilly stood down as manager.
However, the escalation of the First World War meant that Scottish League football was curtailed, and Dundee Hibs played in the Eastern League during Dainty's two years in charge.
Dainty was heavily involved in raising money for wartime charities, utilising footballers who were stationed in Tayside and Fife during the War to play in his "Dainty's XI" side in fundraising matches. This led to him standing down as Dundee Hibs manager, although he stayed on as a player until the end of the 1917/18 season.
In 1920 he joined the board at Tannadice, and became Club Chairman in 1922.