[2][3] While at St Joseph's Boys, he was part of a formidable side that included fellow future professional footballers Aaron Bolger, Brandon Kavanagh, Jonathan Afolabi, Andy Lyons, Promise Omochere, Ryan Burke and Max Murphy among others.

[20][21] A few days after learning of his upcoming release by the club, he scored a 117th minute volley to help his side to a 2–1 win over Bristol City in the Professional Development League semi-final at Ashton Gate Stadium.

[22][23][24] On 24 May 2021, Redmond opened the scoring in a 2–0 win over Sheffield United at Bramall Lane to lift the Professional Development League trophy as captain on what was his last game for the club.

[17] Redmond followed Drogheda United manager Tim Clancy in signing for Dublin club St Patrick's Athletic on 18 December 2021 ahead of their 2022 season.

[32] On 11 February 2022, Redmond made his debut for the club in the 2022 President of Ireland's Cup against Shamrock Rovers at Tallaght Stadium, as his side lost 5–4 on penalties after a 1–1 draw.

[45] He made his return to the side on 23 July 2023, coming off the bench in a 2–1 win away to Longford Town in the FAI Cup, after missing 18 consecutive games during his time out injured.

[49][50] On 5 April 2024, he scored his first goal of the season when he headed home an equaliser from a Brandon Kavanagh free kick in a 2–1 win over rivals Shamrock Rovers at Richmond Park.

[51] On 25 July 2024, he scored the first European goal of his career when he headed Chris Forrester's free kick into the bottom right corner in the 77th minute of his side's 3–1 win over Vaduz of Liechtenstein in the UEFA Conference League.

[52] At the end of the season he was voted into the PFAI Premier Division Team of the Year for the second time in his career by his fellow professionals across the league.

[58][3] Redmond grew up as a fan of St Patrick's Athletic, watching fellow centre backs Kenny Browne and Conor Kenna during the club's 2013 league winning season.