About Rob Wolleaston
Born 1979. Rob Wolleaston is a British association football player.
Robert Ainsley Wolleaston (born 21 December 1979) is an English retired footballer who last played for Harrow Borough. He is a midfielder.
Wolleaston started his career with Chelsea, but he only made two first-team appearances in five years, and instead had short loan spells with Bristol Rovers, Nottingham Forest, Portsmouth and Northampton Town. Following his release from Chelsea, he moved to Bradford City, but was released after one season, in which the club suffered relegation and administration. He spent more than a season with Oxford United but left following a series of injuries and instead dropped into non-league with Cambridge United, for whom he played 92 league games in three seasons, until he moved to Rushden & Diamonds in 2008. He played another 57 games at Rushden, and went on to have a short spell with Farnborough before moving to Weymouth.
Career
Chelsea Born in Perivale, London, Wolleaston started his career at Chelsea. He made his Chelsea debut in a League Cup tie against Huddersfield Town and played his second game in the Premier League as a late substitute against Sunderland, both in 1999. In March 2000, he was sent on loan to Bristol Rovers, playing four games, but failed to score or help Rovers to a victory. Forest had an option to extend the loan spell for the season, but Wolleaston never appeared for the club. He made his debut three days later when Portsmouth defeated Stockport County 2–1, when Wolleaston hit the crossbar and was later replaced by match winner Steve Lovell. Wolleaston played a total of six games for Portsmouth, once as substitute, but failed to score. Wolleaston's debut for Northampton came on 18 August 2001 as they lost 2–0 to Stoke City, going on to make eight appearances in three months for the club, seven in the league, again without scoring a goal. He returned to Chelsea but never appeared in another first-team appearance in another two seasons. He made his debut for Bradford in a League Cup tie with Darlington, which City lost 5–3 on penalties after the game had finished 0–0. His first league game came just over a week later as Bradford lost 1–0 to Gillingham. City's relegation was followed by a fall into administration, and Wolleaston, along with Michael Branch and Mark Paston, was released from the club at the end of the season. He had played 15 games for Bradford, all but one of which was in the league, with his goal against Derby being the only time he scored. Wolleaston made his debut for Oxford on the opening day of the 2004–05 as their new look side lost 1–0 to Boston United. He played 22 games during his first season with Oxford, with one each coming in the League Cup and Football League Trophy, and the remainder coming in the league, but he failed to score. However, his last game came in January against Bury, He returned from injury in August 2005, ahead of the following season, but was immediately placed on the transfer list and never appeared for Oxford again. He made his debut against Altrincham on 11 February 2006, in a 2–1 defeat, and a week later scored only the second goal of his first-team career as Cambridge reversed the scoreline against Southport. The following month he received the first red card of his career against Crawley Town. He helped Cambridge to a mid-table position during 13 games, and scored twice more, both in a 2–1 victory against Scarborough.
Manager Rob Newman rewarded Wolleaston's good form by offering him a new contract to stay with Cambridge for the 2006–07 season. Wolleaston scored only one goal during his second season, in 35 league games for Cambridge, as they finished in 18th place, just four points above the relegation zone.
He was rewarded with another one-year deal by new manager Jimmy Quinn, who called him "as good a midfielder as you'll see in this division." Wolleaston showed his best goal-scoring form during the 2007–08, recording five goals during the league campaign. His goals helped Cambridge to two five-goal defeats of first Farsley Celtic, then Droylsden. He played 44 league games during the season and the play-offs of the Conference National. The first leg of the semi-final against Burton Albion ended in a 2–2 draw, before Wolleaston scored twice in the second leg to help Cambridge to a 2–1 victory, and a 4–3 win on aggregate. Cambridge faced fellow league-side Exeter City in the final, but were unable to win promotion back into The Football League, falling to a 1–0 defeat at Wembley Stadium. Despite signing a contract with Cambridge in January 2008 keeping him at the club until 2010, Wolleaston signed for Conference rivals Rushden & Diamonds for an undisclosed fee on 2 June 2008, with Cambridge manager insisting finances would be tight following a series of departures. Wolleaston had played 92 league games for Cambridge, scoring nine goals. His first goal for his new club came in his ninth game, on 20 September 2008, to help Rushden defeat Burton 2–1. Wolleaston's second goal for Rushden was the sixth of a 9–0 victory against Weymouth, who had been forced to field a youth team because of the club's financial problems which lead to the first team going unpaid for two months. The scoreline was Rushden's record-breaking victory. Wolleaston spent much of his final season with Rushden on the sidelines with a knee and calf injuries.
Farnborough Wolleaston moved onto Farnborough on a month-by-month contract, but left in September 2010.
Weymouth Along with Courtney Pitt, Wolleaston signed for Southern League Premier Division side Weymouth in September 2010 on a non-contract basis. He made his debut against league leaders Cambridge City on 18 September, with his new side losing 3–0. Both he and Pitt were reported to have made "polished displays in midfield". Wolleaston was rewarded with a contract keeping him at Weymouth until May 2012. Wolleaston was released by Weymouth on 5 September 2011, joining Harrow Borough soon after.
Harrow Borough Having joined Harrow Borough in September 2011, Wolleaston became an integral part of the side making over 100 appearances in all competitions (98 in the league up to the end of the 2013–14 season). Wolleaston left Harrow Borough in the summer of 2014.
Personal life Wolleaston has two sons and a daughter. Mason, Bay and Freya
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Important facts
People in Rob Wolleaston's life
Named in this biography and alive at the same time
Contemporaries
People whose lives overlapped Rob Wolleaston's
Frequently asked questions
Who is Rob Wolleaston?
Footballer (born 1979)
When was Rob Wolleaston born?
Rob Wolleaston was born on 21 December 1979 in Perivale.
What is Rob Wolleaston's occupation?
Rob Wolleaston is an association football player.
What nationality is Rob Wolleaston?
Rob Wolleaston is British.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Rob Wolleaston. https://biography.guide/rob-wolleaston/
MLA: "Rob Wolleaston." Biography.guide, https://biography.guide/rob-wolleaston/.
Chicago: "Rob Wolleaston." Biography.guide. https://biography.guide/rob-wolleaston/.
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