Kyle Vassell began his career as a schoolboy at Norwich City
and joined Brentford at age 15 after having difficulty with commuting
from his London home to Norfolk.
He failed to feature in the first team while at Brentford and
spent work experience loan spells at non-league sides Woking and
St Albans City during the 2010/11 season. He was released by Brentford
in June 2011 after he completed his two-year scholarship and later
felt that he had given away his opportunity at being a professional
Following interest from Gillingham and Burton Albion and an unsuccessful
trial with League Two side Crewe Alexandra, Vassell signed non-contract
terms with Conference South side Dover Athletic in October 2011,
linking up with former Brentford manager and player Nicky Forster.
He scored on his debut against in a 6-3 Kent Senior Cup win over
Maidstone United on 12 October. He made three further appearances
before leaving the club.
Vassell signed non-contract terms with Conference South side
Sutton United on 30 November 2011 and scored on his debut in a
1-0 Surrey Senior Cup win over Epsom & Ewell on 6 December.
Vassell signed dual-registration deals with Isthmian Division
One South sides Tooting & Mitcham United and Whitehawk respectively
and signed for Conference South side Staines Town on loan on 21
March 2012. During the 2011/12 season, he made fifteen Sutton
appearances, scored seven goals and helped the club into the Conference
Vassell signed for Conference South side Chelmsford City on 6
December 2012. He helped secure a fifth-place finish for Chelmsford,
but he suffered playoff heartbreak for the second season running
as Chelmsford were beaten in the semi-finals by the eventual promoted
team Salisbury City. He finished the season having made 25 appearances
and scored 6 goals
Vassell signed for Chelmsford City's neighbours and divisional
rivals Bishop's Stortford on 30 June 2013. He scored a hattrick
in his first competitive game for the club, a 6-1 Herts Charity
Cup win over Ware on 1 August. 16 goals in 16 games led to considerable
interest and he signed two-and-a-half-year deal with League One
side Peterborough United for an undisclosed fee on 11 November
2013. Vassell made his Peterborough debut (his first appearance
in the Football League) on 24 November, starting in a 1-0 home
league defeat to Stevenage.
He joined Oxford United on loan on 26th March 2015 until the
end of the season.
In the 2015/16 season, he made seven appearances for Peterborough, without scoring, before being loaned to Dagenham & Redbridge on 6th November 2015 until 2nd January 2016. He scored three times for Deganham.
On 8th January 2016, he was loaned to Shrewsbury until the end of the 2015/16 season.
Vassell was released by Peterborough on 13th May 2016 and was linked with a move to Crawley. On 16th June 2016, he signed a one year contract with Blackpool.
He moved to Rotherham in the summer of 2018. He joined Fleetwood on loan on 15th January 2021 having played 63 times for the Millers scoring six goals. Vassell scored four goals in 26 appearances for Fleetwood.
He was released by Rotherham on 17th May 2021. He then joined Cheltenham on 9th August 2021 on a one year deal.