He is the son of former Swindon Town favourite Kenny Stroud.
With manager Iffy Onuora previously responsible for youth development, he gave Stroud a chance in a match at Huddersfield Town, Stroud produced a solid performance that impressed Onuora—his pace being his main attribute After continuing in the first team the following week, a hamstring injury sidelined Stroud for a period, and he did not appear in the first team again until the New Year.
On 30 December 2006 it was announced that Stroud's contract would not be extended and was released from Swindon.
In his second spell with Basingstoke he played in the club's famous first round F.A Cup win away at Chesterfield before being recalled by Swindon manager Paul Sturrock, forcing him to miss the second round tie against Aldershot Town
This biographical article related to association football in England, about a midfielder born in the 1980s, is a stub.