Redman grew up in Millicent, South Australia, the son of a lobster fisherman. He played junior football for Millicent in the Western Border Football League, making his debut for the A Grade at 15.[1] Redman was included in Glenelg's South East talent squads and moved to Adelaide in 2015 to achieve his dream of playing in the AFL. He moved in with his Aunt at Highgate and joined Concordia College so school football wouldn't interfere with his Glenelg commitments.
After becoming a regular running defender in the Essendon side in 2021, Redman became renowned for his booming right foot goals from outside 50m usually followed by his unique "Hellboy" celebration.[4]
Having become an important player for Essendon across 2021 to 2023, Redman rejected free agency and a substantial offer from Adelaide to sign a long-term extension with the Bombers.[5] He was selected in the initial 44 man All Australian squad but missed selection in the final 22 man team. [6]
^The 2020 season was played with 17 home-and-away matches per team (down from 22) and 16-minute quarters with time on (down from 20-minute quarters with time on) due to the impact of the COVID-19 pandemic.