Kieron is a very fast, tricky winger, full of skill, great technical ability with a superb range of crossing.
Kieron wil always play a valuable creative role at any team and get many assists.
Cadogan came through the Crystal Palace Academy where he caused a stir as an effective right winger as his considerable skill and crossing ability made him a formidable opponent for full backs. He became a regular for the Crystal Palace Reserve side and scored his first hat-trick against Lewes Reserves. In a pre-season friendly on 14 July 2008 away to Aldershot, Cadogan was tackled in the final kick of the game and fractured his ankle and was out injured for 11 weeks. Regardless, he so impressed manager, Neil Warnock he was offered a professional contract which he signed within days of his 18th birthday. On Cadogan’s first professional league match for Crystal Palace on 7 April 2009 against Coventry, when having only been on the pitch 10 minutes, after a through ball from Victor Moses Cadogan rounded the keeper and scored in the 72nd minute. Cadogan made a further 3 appearances that season from off the bench. He would also turn out for the reserves where he scored a further 17 goals alongside 11 assists. He finished top goal scorer for the Totesport.com Central Division. The following season Cadogan went on a month loan to League 2 side Burton Albion where he made three appearances.
In 2010/11 Cadogan, alongside his team mate Wilfried Zaha both had a full pre season with the Crystal Palace first team going on tour and playing pre season friendlies stamping their place as apart of the squad. Cadogan had a particularly impressive game against Brentford the week before the championship campaign opened netting a goal and showing his quality against a league opposition under the eyes of the new manager. Cadogan then went on to start the first game of the season for Crystal Palace making his full debut under George Burley in the 3–2 win against Leicester City, assisting Darren Ambrose’s goal. On 24 August 2010 in the second round of the League Cup game away to Portsmouth where Edgar Davids made his Crystal Palace debut, Cadogan came off the bench in the 68th minute. His cross forced Portsmouth’s Ibrahima Sonko to score an own goal bringing the result to 1–1 forcing the game into extra time and then to penalties. Although Cadogan scored in the penalty shoot out, Crystal Palace went on to lose the game (4–3) on penalties. On 2 October 2010 Cadogan scored his second senior goal for Crystal Palace in the 1–2 defeat to Queens Park Rangers, who was then managed by the man who had given him his professional contract, Neil Warnock. On scoring his goal, Cadogan celebrated with a number of young Crystal Palace players on the pitch at the time by doing ‘The Eagle Skank’ – a dance some of the younger Crystal Palace players had made up whilst on holiday in Greece earlier that summer.
In May 2011, lifelong Crystal Palace fan Dean Williams used the image of Cadogan’s celebration in a billboard campaign entitled ‘Born in South London’. The billboards, also featuring team mates Sean Scannell and Nathaniel Clyne advertised the graduates born in South London who had come through the Crystal Palace academy. At the start of 2011/12 season After featuring in just two games for Crystal Palace, in January 2012 he was loaned out to Rotherham United in League 2 to continue his footballing education and gain some valuable experience.
On his return to his parent club on 10 August 2012 it was decided to announce he had his contract cancelled by mutual consent. Cadogan found first team games at Crystal Palace hard to come by as the team were strengthened for a promotion push.
On 15 January 2013, after making 15 starts for Aldershot Town F.C. and assisting 8 goals Cadogan was rewarded with an 18 month extended contract. Manager Dean Holdsworth said “I am absolutely delighted with this signing. Since joining us Kieron has grown in confidence and really adapted to our style of play. His quality of deliveries has been superb and he will improve because he is hungry to do so. I am delighted he has committed to the club”. Cadogan showed his quality in assisting strikers from the wing. In particular during an FA cup game on 5 January 2013 at home to Rotherham. Cadogan got an hatrick of assists, setting up all three goals for Danny Hylton. The 3-1 win took Aldershot into the fourth round of the FA Cup for the first time, before eventually going out narrowly to Championship side Middlesbrough FC.
At the end of the 2012–13 season when Aldershot Town were relegated from The Football League, Cadogan was one of thirteen players to be made redundant in the wake of the clubs administration. Cadogan featured 28 times, making 25 starts and the topped the assists chart for Aldershot Town that season.
On 5 October 2013, Cadogan joined Barnet.
|2009||Burton Albion (loan)||3||(0)|
|2012||Rotherham United (loan)||13||(1)|