Raymond was called to the Bar in England in 1996 and was admitted to the Supreme Court of Singapore on 21 March 1998 as an Advocate and Solicitor.

Raymond started his professional career handling a wide range of work including civil and contractual claims such as personal injuries and general litigation work, corporate secretarial work and criminal practice with the primary focus on family law. Raymond remains in active litigation practice from 1998 to date, handling cases commencing in the Family Justice Courts to instituting and defending cases in the High Court and in the Court of Appeal.

Raymond has since developed a specialist area of practice and he runs his own boutique law firm providing services in the area of family and matrimonial law. He undertakes a wide variety of cases relating to matrimonial and family law ranging from applications under the Mental Capacity Act to foreign divorces with complex cross-border jurisdictional and foreign claims. He has extensive litigation experience in cases concerning acrimonious custody disputes as well as division of assets of substantial values. Raymond is also actively involved as a Principal Mediator with the Singapore Mediation Centre.

Raymond was also appointed by the Family Justice Courts as an Amicus Curiae and he is listed as a Child Representative with the Family Justice Courts for cases involving custody disputes.