on 5 January 2008, when he converted a header from a Ryan Dickson corner. He followed up with four further goals during the 2008–09 season, which included a header in a 2–0 victory over Luton Town on the final day, which crowned Brentford's League Two title-winning season and gave Osborne the first silverware of his career. Final years (2009–2012) Back in League One, Osborne began the 2009–10 season out of favour and made sporadic appearances from the bench as cover in central defence and full back. He spurned opportunities to move away on loan and finally broke into the starting lineup in March 2010. After being challenged by manager Andy Scott to hold onto his starting spot, Osborne started in 11 of Brentford's 13 remaining matches of the season and signed a new two-year contract in May 2010. Osborne fully established himself in the team and made a career-high 51 appearances during the 2010–11 season, which featured a run to the 2011 Football League Trophy Final. Talks over a new three-year contract began in January 2011, which went unresolved after the sacking of manager Andy Scott and the appointment of interim manager Nicky Forster a matter of weeks later. Injury problems meant that Osborne was in and out of the team under new manager Uwe Rösler during the 2011–12 season and he made just 27 appearances. In a U-turn, he rejected a new contract and was released in June 2012. In eight seasons at Griffin Park, Osborne made 185 appearances and scored six goals. Millwall On 13 July 2012, Osborne signed a two-year contract with Championship club Millwall on a two-year contract. He suffered with injury during his first season at The Den and finished 2012–13 with 16 appearances and one goal, which came in a 2–1 defeat to Blackburn Rovers on 23 April 2013. Osborne was surplus to requirements during the early months of the 2013–14 season and made just one appearance before departing the club on loan on 31 October 2013, which was later extended and turned into a permanent deal on 7 January 2014. He made 17 appearances and scored one goal during 18 months with Millwall. Bristol City (loan and permanent transfer) On 31 October 2013, Osborne joined League One club Bristol City on a one-month loan, which was later extended to 5 January 2014. He was signed as cover for injured loanee Lewis Dunk and