Crow made his senior debut as a substitute for Norwich City in a Premier League match against Middlesbrough on 28 December 2004. He was loaned to Northampton Town towards the end of the 2004–05 season, where he scored two goals in ten games, and released by Norwich that summer.
He signed for League Two side Peterborough United at the start of the 2005–06 season, becoming the club's top goalscorer with 17 goals. The next season was less successful, with Crow scoring 10 goals in 42 games. During the campaign, Crow featured on the Sky One documentary Big Ron Manager, and was criticised for his poor attitude and for being overweight.[2] Reflecting on the documentary in 2020, Crow said: "I was portrayed badly by the programme and I believe that it affected my career. It harmed my chances of progressing."[3]
On 9 October 2007 he signed an initial one-month loan deal at Notts County.[4] However, during his first game for "The Magpies" he suffered a broken fifth metatarsal, and was sent back to Peterborough.[5] He rejoined Notts County in February 2008, scoring against Chester City in his first game back at the club.[6] He went on to make twelve further appearances, scoring once more, as Notts County avoided relegation from The Football League.
After being told by then-Peterborough manager Darren Ferguson that he was "surplus to requirements", Crow had his contract terminated by mutual consent on 1 September 2008.[7][8] Ten days later, Crow agreed to join Peterborough's local rivals Cambridge United on a free transfer move that took him to the Abbey Stadium on a contract until May 2010.
His first season at Cambridge proved to be ultimately unsuccessful, scoring only three goals as the club lost in the play-off final at Wembley Stadium. The next season saw Crow flourish under new manager Martin Ling, even though Cambridge finished in mid-table. Crow was named Cambridge United Player of the Year for the 2009–10 season, having finished the campaign as top scorer with 19 goals. The decision was made via an online vote on the club's official website, where he gained 85.3% of the votes.[9]
On 21 May 2010, with his Cambridge contract having expired, Crow signed for Luton Town, joining up with former Cambridge teammate Dan Gleeson.[10] Crow scored his first goal for the club on 28 September 2010 against Mansfield Town, despite missing a penalty earlier in the game. He then went on to score four goals in four days in mid-October; two against Eastbourne Borough and two more against Forest Green Rovers. Two further goals later in the month against St Albans City in the FA Cup and Bath City in the league led to Crow being named Conference Premier Player of the Month for October.[11]
After two injury-interrupted seasons, playing in 68 games and scoring 17 goals, Crow was released by Luton in May 2012 after his contract expired.[12][13][14]
In June 2012 Crow signed for Newport County, signing a one-year contract.[15] In the 2012–13 season he was part of the Newport team that finished third in the league, reaching the Conference Premier play-offs. Newport County won the playoff final versus Wrexham at Wembley Stadium 2–0 to return to the Football League after a 25-year absence with promotion to Football League Two.[16] Crow scored the first two goals in the League Cup first round at Brighton on 6 August 2013 in Newport's 3–1 win.
He was released by Newport county on 15 January 2015 and on the same day signed a contract with Lowestoft Town.[17] Whilst playing he also began coaching the club's Conference Youth Alliance team. However, his contract was terminated in 2016.[18][19]
Crow holds a UEFA A coaching licence.[21] He started his coaching career with Lowestoft where he worked as a player/coach. However, he was sacked in November 2016 due to a serious breach of contract involving recruiting players from Lowestoft's academy and reserve team to join his company Road2Pro. Crow appealed the decision to the Ryman League and The FA but was unsuccessful.[22]
On 14 May 2022, it was announced that he had been appointed manager of Harleston Town.[23] Prior to his appointment, Crow had been working as a scout at Leyton Orient.[21] Crow left Harleston on 27 October 2024.[24]
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The 2009–10 season was the 124th season in the history of Luton Town Football Club. Luton's 23rd-place finish in the 2006–07 Football League Championship, last-place finish in the 2007–08 Football League One, and another last-place finish in the 2008–09 Football League Two meant that the club competed in the Conference Premier for the first time in its history, and in a division outside of the Football League for the first time since the beginning of their second spell as a member in 1920. Although tipped as favorites for the title and promotion before the season had even begun, the club struggled to immediately adapt to life in the new division, ultimately costing manager Mick Harford his job. Richard Money was appointed as the new manager soon after, eventually leading the club to an unbeaten run of 14 games towards the end of the season that propelled them to a second-place finish in the league. However, defeat in the play-off semi-finals to York City meant Luton was to remain in the Conference for the 2010–11 season.
The 2010–11 season was the 125th season in the history of Luton Town Football Club.
The 2011–12 season was the 126th season in the history of Luton Town Football Club. Their third-place finish and subsequent penalty shoot-out loss to AFC Wimbledon in the Conference Premier play-off final in 2010–11 meant they competed in non-League football for the third consecutive year.
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The 2015–16 season was the 130th in the history of Luton Town Football Club and the club's 90th season in the Football League. Following their eighth-place finish the previous year, Luton were contesting the season in League Two.
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