A youth team player, Stewart was released in March 1997. He had
impressed Mike Sutton whilst with Yarmouth High School scoring
over 40 goals a season but his spell at Norwich's Centre of Excellence
was blighted by injury. He had 2 knee operations and one on his
Achilles tendon. With Mike Walker and
John Faulkner adopting an Ajax style
attack throughout all Norwich teams where only one central striker
was deployed, Stewart's chances were limited with rivalry from
Drewe Broughton, Chris
Llewellyn and Adrian Coote. Even Craig
Bellamy wasn't deployed as a central striker. In the Youth
team that won the South East Counties League in 1996/97, Stewart
only managed 16 starts and scored 9 goals. He departed the club
in March 1997 after a disagreement.
Stewart had a trial with Cambridge United; a popular destination
for Norwich apprentices who never made the first team at Carrow
Road (see Phil Chapple, Dion Dublin). However he was disillusioned with football
and thought about quitting the game. Instead he joined Great Yarmouth
Town in the Jewson Eastern Counties League scoring on a regular
basis and had passed the 40 goal tally in March 1998. He states
that he is happy playing at this level and doesn't wish to become
a professional. Only time will tell if this happens or not.
Stewart went on the transfer list in March 2000 wishing to try
something new after a season marred by injury and a goal drought.
Yarmouth have agreed to let him go and Wroxham have already shown
an interest in obtaining his services but offered less than the
£3000 than Yarmouth expected. Diss and Gorleston were also said
to be interested. Greg Downs arranged
a trial for Stewart at league side Oldham in February 2001 but
Latics manager Andy Ritchie opted not to take his interest any
further. According to the Non
League Paper website, Stewart moved to nearby rivals Lowestoft
in mid March 2001.
In June 2005, Cambridge United caretaker manager Rob
Newman announced that he would give Roach a pre-season trial
following Roach's forty-five goals for Lowestoft Town in 2004/5.
Newman remembered Roach from their days together at Carrow Road.
Stewart played for Cambridge against Mildenhall on 9th July 2005
and against Ipswich a few days later. He was then returned to
Lowestoft but trialled for Kings Lynn on Saturday 30th July 2005
in a 2-1 defeat against a Millwall XI. Stewart signed for Kings
Lynn at the beginning of August 2005 but is expected to initially
play for their reserves in the Ridgeons League so to gain match
fitness and get to know his teammates. He scored twice on his
debut in a 5-0 victory over Clacton Town on 13th August 2005.
Stewart returned to Lowestoft a few weeks later but at the end
of November 2005, submitted a transfer request. Many clubs were
interested but Stewart eventually signed for Leiston who were
rumoured to have paid £7000 for him. Roach repaid the investment
by scoring ten goals in his first nine games.
Scoring regularly for Leiston, Stewart expressed hope in February
2006 that he might be called up for the Trinidad and Tobago World
Cup squad as his father Claudius was born there. Stewart works
as a fitness instructor at Caldecott Hall, near Fritton
In January 2008, Stewart returned to Great Yarmouth Town.
In early August 2010, Stewart signed for Norwich United. Yarmouth
manager Paul Tong commented "Stewart's
a legend and he'll always be welcome at the club as long as I'm
here, and I'm sure others. His circumstances changed and you can't
blame the lad. It's the end of one chapter and the start of another.
We'll miss his quality for sure"