He was born in Sydney to Mary Kielly and Thomas Redgrave.

[3] After a few games for New South Wales, Sid Redgrave took up a coaching position in Brisbane in 1907.

He represented Queensland regularly between 1907 and 1921, with a highest score of 107 in a team total of 181 against New South Wales in 1911/12.

[4][5] He continued to coach in Brisbane after his first-class career ended, and was also a state selector.

[4] His younger brother Bill left Sydney in 1903 to play first-class cricket in New Zealand.