Dickson started his career at Erith & Belvedere before moving to Dulwich Hamletin the summer of 2006. He scored 31 goals in 35 games for Dulwich in the 2006–07 season. Dickson signed for Charlton Athletic on 12 March 2007 from Dulwich Hamlet for £35,000, signing a two-and-a-half-year deal after scoring twice in a reserve-team game for Charlton. As he was signed outside the transfer window, he was prevented from making a competitive appearance for Charlton, although he maintained his healthy scoring record for the reserve-team. He made his debut for Charlton against Swindon Town in the League Cup in August 2007. In the first half of the 2007–08 season, Dickson went out on loan to two League One clubs. First he joined Crewe Alexandra but failed to score in three games. Crewe declined an option to renew his loan, and he joined Gillingham on loan in September 2007. His time at Priestfield was far more productive, totalling 11 goals in 14 games, including a hat-trick on his full debut against Luton Town. This goal haul was sufficient to make him Gillingham's top scorer that season, even though he was recalled to The Valley in December 2007. He scored his first goal for Charlton in an FA Cup third Round replay against West Bromwich Albion, but shortly after was ruled out for the rest of the season due to injury. He signed a new two-year deal with Charlton in August 2008. Dickson began a three-month loan spell at Bristol Rovers by scoring twice in a 3–1 win away at Brentford on 19 September 2009, and went on to play 14 league matches for them. He returned to Gillingham for a second loan spell, also of three months, in February 2010. After an unsuccessful trial at League Two side Stevenage, Dickson joined Nea Salamis Famagusta FC on a two-year contract. After having short term spells at AEL Limassol, for whom he scored in the Europa League for against Marseille, and Shanghai Dongya, Dickson joined League Two side Dagenham & Redbridge on a free transfer, leaving in 2014. He subsequently spent 3 seasons playing in Cyprus, taking in spells at Pafos, Enosis Neon Paralimni and Ermis Aradippou. In the summer of 2016, Dickson returned to England, signing for National League side Sutton United. He made his full league debut in a 4–0 away defeat to Chester on 27 August. On 9 December, Dickson was released by Sutton United having made nine full and 11 substitute appearances in the league, as well as two substitute appearances in the FA Cup, without scoring a goal. Dickson signed for National League South side Chelmsford City on 6 January 2017. He made his debut after coming on as a substitution against Whitehawk and scored his first goals for the club when he scored twice against Hemel Hempstead Town. One week later Dickson went on to score 4 goals against Eastbourne Borough. Dickon joined Hampton & Richmond Borough in July 2018, before moving on to Hornchurch a year later.
International career
Dickson was eligible to play internationally for England, Jamaica or Ghana as a result of his place of birth and nationality of his mother and father respectively. He was selected as part of Ghana's initial 40-man squad ahead of the African Cup of Nations in 2008, but failed to make the final squad. He made his debut for the Black Stars in August 2008.
