Raymond started his youth career at Wimbledon F.C. before joining Millwall F.C.. He then joined Reading academy. In December 2010, he joined Isthmian League Premier Division side Horshamon loan, making his debut a month later in a 3–1 win over Kingstonian. He scored his only goal for the club in a 4–2 win over Hassocks in the Sussex Senior Cup, with a speculative effort from outside the box. He returned to Reading at the end of the month having made five appearances scoring once. In February 2011, he signed for Conference South side Basingstoke Town on loan until the end of the season, making seven appearances. In August 2011, he joined Conference South side Eastleigh on an initial one-month loan. In his fourth appearance for the club, he was sent off for an alleged headbutt against Tonbridge Angels and received a three-match ban. Prior to that incident, Eastleigh manager Ian Baird had looked into the opportunity of extending the loan until the end of the season, however his loan was cut short in September 2011. In October 2011, he joined Southern Football League Division One South & West side Hungerford Town on loan. In May 2012, he was released by Reading following the club's promotion to the Premier League. In September 2012, he joined Football League Two side Gillingham on a non-contract basis and joined the club's development squad, having featured for the side in pre-season friendlies. His stay at the club was short-lived as he went on to sign for Conference South side Eastbourne Borough on a free transfer. He was a first team regular for Eastbourne during his two years at the club, as the side finished regularly in mid-table, making seventy appearances and scoring three goals. In July 2014, he signed for League Two side Dagenham & Redbridge for an undisclosed fee, signing a one-year contract with the option of a second year, having featured for the side in pre-season. He made his professional debut for the club in a 2–0 defeat to local rivals Leyton Orient in the Football League Trophy, replacing Abu Ogogo as a late substitute. In November 2014 after finding it difficult to break into the first team, he was loaned back to former Conference South club Eastbourne Borough on an initial one-month loan deal. In December 2014, his loan was extended for a further month, having made seven appearances during his loan spell. Then for a third consecutive month the deal was extended again for one more month. In May 2017 after three years at Dagenham, Raymond was released following the expiry of his contract. Soon after, Raymond joined his local side Bromley.
