[12][13] He was a part of the side that made it to the FA Cup third round during the 2008–09 season and scored in Forest Green's 4–3 loss to Derby County on 3 January 2009.

[14][15][16] Smith left Forest Green Rovers after signing for Conference Premier rivals York City on a free transfer for a small compensation fee on 6 July 2010.

[17][18] Like his career at Forest Green, Smith also helped York to a credible FA Cup run, playing in their five matches before being eliminated in the third round by Premier League club Bolton Wanderers on 8 January 2011.

[19] On 21 June 2011, Smith joined League Two club Swindon Town on a two-year contract to become manager Paolo Di Canio's second summer signing.

[23] Having been transfer listed by Swindon at the end of the season, Smith returned to York City after signing for the newly promoted League Two club on a two-year contract on 21 July 2012.

[30] Smith was disappointed at the recall, having previously expressed his desire to stay at Luton and experience "playing in front of a big crowd every week".

[31] On 29 December 2012, it was confirmed that Smith would make a permanent move to Luton on 1 January 2013, signing a one-and-a-half-year contract after the two clubs agreed a fee of £50,000.

[32] He made 28 appearances as a permanent player for Luton in 2012–13,[28] including in the club's 1–0 FA Cup win over Premier League team Norwich City.

[34] However, a mistimed challenge from Jon Nurse in a 2–1 win over Barnet on 26 December 2013 saw Smith suffer a "horrific"[35] bone fracture of both his right tibia and fibula.

[42] Smith scored Luton's first goal of 2015–16 on 8 August 2015, deflecting in a Craig Mackail-Smith shot to earn the club a 1–1 draw with Accrington Stanley.

[46] He began 2016–17 by scoring Luton's third goal in second half stoppage time on the opening day of the season in a 3–0 win away to Plymouth Argyle, having entered the match as an 88th-minute substitute.