against Swindon Town on 22 September 2007. It wasn't until on 20 November 2007 when he scored again, but was sent–off for a second bookable offence, in a 3–2 win over Barrow in the second round replay of the FA Cup. However, during the match against Barrow, he suffered a hernia injury in the process. After an eventual recovery from the injury and served two match suspension, he returned to the first team and then scored again on 26 January 2008, in a 3–1 win over Port Vale. A week later, on 2 February 2008 against Nottingham Forest, Hollands captained the side for the first time in his career, which saw them win 2–0. Despite being sidelined twice, due to "dead leg" injury and suspension, he scored again on 15 March 2008, in a 2–0 win over Yeovil Town. Hollands also scored his fifth goal on 19 April 2008, in a 3–1 win over Walsall. However, despite good performances and effort as the season progressed, the club were relegated to League Two, due to the club entered administration along the way. At the end of 2007–08 season, Hollands went on to make forty–three appearances and scoring five times in all competitions. For his performance, Hollands was awarded the Daily Echo/Micky Cave's Player of the Year. Ahead of the 2008–09 season, Hollands was keen on signing a new contract with the club despite their relegation to League Two. As a result, he was linked a move away from Bournemouth, as Colchester United was keen on signing him. In the end, Hollands agreed to stay at the club this season, eventually signing a new contract, keeping him until 2010. However, he missed the start of the season, due to suffering a knee injury. Despite aiming to return to the first team in September, he returned to the first team and scored his first goal of the season, a week later on 2 September 2008, in a 3–0 win over Bristol Rovers in the first round of the Football League Trophy. Following an end to the game against Accrington Stanley on 15 November 2008, which saw them lose 3–0, Hollands was involved in alteration with the club's supporters in the final whistle, prompting to apologise afterwards. By the end of 2008, Hollands went on to score two more goals against Bradford City and Wycombe Wanderers. On 3 January 2009, Hollands scored again, in