A left-sided centre back, Jenkins began his career in the Centre of Excellence at PremierLeague club Southampton and signed a professional contract in January 1998. He failed to make a first team appearance for the club and was released at the end of the 1998–99 season.
Brentford (loan and permanent signing)
Jenkins joined Third Division high-flyers Brentford on loan on 26 March 1999. He went straight onto the substitutes' bench for the following game against Hartlepool United on 3 April and made his professional debut when he came on as an 85th-minute substitute for Andy Scott during the 1–0 win. Late in April, Jenkins suffered a season-ending injury and returned to Southampton. Jenkins rejoined newly-promoted Brentford on a one-year contract in July 1999. A thigh injury suffered by left backIjah Anderson in October 1999 allowed Jenkins to break into the team. He made his first Brentford start in a 1–0 win at Notts County on 26 October, playing the full 90 minutes. Jenkins managed just three further appearances before suffering a season-ending injury. He was released at the end of the 1999–00 season and made just seven appearances during his two spells at Griffin Park.
After taking the 2000–01 season off from football to recover from his injury sustained while at Brentford, Jenkins signed for Conference club Forest Green Rovers during the 2001 off-season. He quickly established himself as the club's first choice left back and scored his first goal for the club in a 2–2 draw at Northwich Victoria on 29 September. Jenkins was present during Rovers' run to the FA Cup first round proper, taking Third Division club Macclesfield Town to a replay which was lost on penalties. He made 38 appearances and scored two goals during the 2001–02 season. Jenkins was again a first choice during the 2002–03 and 2003–04 seasons, but his time with Rovers ended in October 2003, when financial concerns led to him being released by the club. Jenkins made 87 appearances and scored two goals during his two years with Rovers.
Jenkins joined Southern League Premier Division club Bath City on 3 October 2003. Jenkins was a virtual ever-present until the end of the 2003–04 season and made 25 appearances. He was released at the end of the season.
Jenkins signed for Conference South club Weston-super-Mare during the 2004 off-season. He made 35 appearances and scored two goals during the 2004–05 season.