Career
He is currently assistant manager at National League club Forest Green Rovers. Day began his playing career as a trainee at Arsenal where he earned a professional deal in 1998, although he failed to make a first team appearance, despite being named as a substitute in one first team fixture by Arsene Wenger. He joined Bournemouth for a fee of £20,000 in March 1999.
He made his Bournemouth debut in April 1999 against Northampton Town.
In the summer of 2001, he moved to Conference National side Dover Athletic. His first goal for the club came in a 2-1 loss against Hayes on 5 January 2002.
At the end of the 2001-2002 season, Day couldn"t prevent Dover"s relegation from the division. He left the club in the summer of 2004 and joined Welling United.
He remained at Welling until May 2007, when he returned to the Conference National, signing for Grays Athletic.
He was sent out on loan to Conference South sides Eastbourne Borough and Havant & Waterlooville to gain further game time. He left Grays in the summer of 2008, and secured a move to Dartford in August 2008. In November 2009, he returned to Welling United having been appointed as player-manager of the Conference South club at the age of 30.
His start as manager at Park View Road was delayed however with Dartford claiming he was still registered to them as a player.
Despite being docked five points at the start of the 2010-2011 season for financial misconduct, Day led Welling to sixth place in the Conference South, missing out on the play-off places by one point. In April 2011, he ruled out any rumours that he was set to return to his former club, Dartford, as their manager.
A third-place finish at the end of the 2011-2012 season saw Day lead Welling to the Conference South play-off places. His side defeated Sutton United in the play-off semi-finals, subsequently earning a play-off final tie with Dartford, however Welling missed out on promotion, suffering a 1-0 defeat.
The following 2012-2013 campaign however saw Day guide Welling to promotion to the Conference National as Conference South champions.
After reaching the 60 point mark, he led Welling to a 16th-place finish in their first season back in the Conference National. Following a five-year spell in charge at Welling, he left to return to the Conference South, being appointed manager of Ebbsfleet United in December 2014. In April 2015 though he was relieved of his duties alongside his assistants Barry Ashby and Dean Frost.
On 11 May 2015, he was announced as the new assistant manager at Forest Green Rovers in a role that saw him link up with his former manager at Welling United, Adrian Pennock.