Jimmy played a single game for the Norwich City reserves
on 15th May 1997 in a 4-1 defeat at home to Luton. At the time
he was a regular in Chelsea's youth team. James then joined Fulham
where he was one of Mickey Adams' last signings before the arrival
of Kevin Keegan and Ray Wilkins. He obviously did not fit in with
the ambitious plans of Keegan and Al-Fayed and was released in
the summer of 1998.
He had a trial with Shrewsbury before joining Torquay United
on a one month's contract on October 29th 1998 to cover for an
injury crisis with their central defenders. He made his debut
for Torquay in their 1-1 draw with Mick Wadsworth's Scarborough on Halloween. His impressive
form for Torquay earned him a contract until the end of the 1998/99
season. According to the South London Press of 24th March
1999, Jimmy also interested Charlton manager Alan Curbishley who
was said to be preparing a £350,000 bid this summer for him.
At the end of August 2001, Jimmy was transfer-listed by Torquay
despite making almost 100 league appearances for them. It was
rumoured that local rivals Exeter are keen to snap him up. In
September 2001 fellow South-West side Yeovil expressed an interest
in taking Jimmy on loan with view to a permanent transfer if it
worked well. Jimmy then had an unsuccessful trial with Rushden
and Diamonds at the beginning of October 2001. Jimmy left Plainmoor
permanently on December 10th 2001 and joined Dover a few weeks
Jimmy returned to the West Country on September 6th 2002 signing
for Dr Martens Western Division side Taunton Town. By the beginning
of October 2002, Jimmy had moved again, joining Harrow Borough
of the Ryman League. At the beginning of December 2002, the Non
League Paper reported that Jimmy had signed for Yeovil.
Yeovil won the Conference Championship on April 12th 2003 when
rivals Chester could only draw with Woking. Jimmy had made just
10 appearances prior to the championship winning weekend and so
the club decided he was not of the standard required for Division
Three and released him at the beginning of May 2003.
In July 2003, Jimmy played on trial for Welsh side TNS in their
10-0 thrashing of Malpas in preparation for their UEFA Cup clash
with Manchester City. After some "commanding performances
in central defence" in these pre-season friendlies, Jimmy
completed his move to the Welsh side.
After nearly two seasons at Treflan, Jimmy left Vauxhall Masterfit
Retailers Welsh Premier title-contenders Total Network Solutions
The club agreed to cancel Aggrey's contract by mutual consent
with the central defender later signing for Irish club Bohemians.
In June 2005, Jimmy signed an eighteen month contract with Woking.
In early February 2006, Jimmy was loaned to Southport.
He subsequently left and retired from professional football to
pursue an acting career. He played Willam Laurent Dioup in Sky
One's Dream Team.