Drexwell’s first job was with Coopers & Lybrand (now PriceWater House Coopers) as a staff accountant from March 1991 to April 1993.
In April 1993, Drexwell joined KPMG and stayed there until 1999. During his employment, Drexwell was on secondment with KPMG from October 1996 to April 1998.
Drexwell joined Cable & Wireless in 1999 and became the first local to become financial controller. In 2006 Drexwell became the first local to become CEO of Cable & Wireless and remained there until July 2013
Drexwell formed his accounting firm HLB which is one of the fastest growing accounting firms in Turks and Caicos Islands
Drexwell also has a property management company called See More TCI Villas & Properties