Career
Bennett began his career at English Football League Championship side Watford in the side"s academy system. He captained the U-18 side, and signed professionally in March 2008. He made his first-team debut for Watford as a 71st-minute substitute in a 1–0 victory over West Ham United in the League Cup on 23 September 2008.
In November 2008 Bennett joined Conference National side Kettering Town on a month-long loan, which was later extended to the rest of the season.
Bennett"s next run of regular first-team football came in April 2010, when he played in all six games, initially in place of DeMerit, and later Lloyd Doyley. Mackay commented that Bennett was improving as he gained experience.
His contract was subsequently extended until the end of the 2010-2011 season. At the end of Watford"s 2010-2011 campaign, the club exercised its option and signed Bennett through the 2012–2013 season.
On 27 October 2011, Bennett joined Brentford on a month"s loan.
This proved to be his only appearance for the Bees as injury ruled him out of all other games during his loan spell. Once recovered from his injury, Bennett re-joined Brentford on loan on 1 January 2012 for 28 days. He made four appearances before returning to Watford.
Bennett made his first start for Watford in the 2011-2012 season away to West Ham United on 7 March 2012.
He had to be stretchered off in the second half due to a clash of heads with John Eustace leaving him concussed and not able to continue. On 31 August 2012, he signed a one-month loan deal with AFC Wimbledon, this was extended for another month on 5 October.
AFC Wimbledon manager Neal Ardley announced on 28 October that he would be releasing Bennett on account of injury. On 22 November 2012, Bennett joined League One side Yeovil Town on loan until January 2013.
He made his Yeovil Town debut as a substitute in their 3–1 defeat against Carlisle United but this was Bennett"s only appearance for the club as he returned to Watford on 8 December due to a back injury.
On 24 January 2013, Bennett joined Forest Green Rovers on a two-and-a-half-year deal, linking up with former team-mate, Eddie Oshodi. After overcoming an injury that he arrived with, he made his Forest Green debut on 9 February 2013 in a 1–1 draw at Kenilworth Road against Luton Town. He scored his goal for Forest Green with a dramatic stoppage time equaliser in a 3–3 home draw against Lincoln City on 1 November 2014, Lincoln had led 3–0 with less than half an hour to go.
On 5 March 2015, he agreed a new one-year contract with Forest Green that would keep him at the club until the summer of 2016.
He was a part of a Forest Green side who reached the Conference National play-offs for the first time at the end of the 2014-2015 season, playing in both legs of a semi-final defeat against Bristol Rovers.
