Redmond signed for
Nottingham Forest from
Cherry Orchard in July 2006. In November 2008 he joined
Eastwood Town on loan. He spent five months on loan with the eventual
Northern Premier League Premier Division winners, making a total of 31 appearances: 24 in the league and seven in Eastwood's successful
FA Cup run. Redmond was recalled by Forest on 6 April 2009 as cover for
Paul Smith.
Burton Albion On 6 July 2009, Forest agreed to loan the Republic of Ireland under-21 keeper to
Burton Albion until January, with the possibility of a season-long agreement. After his first game for Burton Albion, in which they suffered a 3–1 defeat against
Shrewsbury Town, he was replaced by his fellow on-loan goalkeeper
Artur Krysiak.
Darlington Redmond returned to Forest in January 2010, but was soon loaned out again to
League Two strugglers
Darlington. He made his full league debut against
Northampton Town which ended in a 2–1 defeat for his new club.
Chesterfield Redmond was among a number of players released by Forest at the end of the 2009–10 season. On 4 August 2010, he signed for
League Two side
Chesterfield on a monthly contract after a successful pre-season trial with the club. Despite not playing in a single match for the Spireites, Redmond was reserve goalkeeper on a regular basis he was able to gain a
Football League Two winners medal. Redmond was released by Chesterfield at the end of the 2010–11 season as his contract had expired.
Mansfield Town On 1 July 2011, Redmond was announced as
Mansfield Town's latest signing. He was released by Mansfield at the end of the 2012–13 season.
Bray Wanderers In July 2013, Redmond signed for League of Ireland Premier Division club
Bray Wanderers. He was largely understudy to first choice goalkeeper Darren Quigley in the Carlisle Grounds. ==International==