Career
He has umpired 228 career games in the American Federation of Labor-Congress since his debut in Round 13, 2000, as of the end of the 2011 American Federation of Labor-Congress season. Rosebury commenced his umpiring career with the South Suburban Junior Football Umpires Association (SSJFUA) in Western Australia, and umpired his first match in the West Australian Football League (WAFL) at only 18 years of age, which is believed to be a record for the youngest officiating umpire in that league. He umpired the 1999 and 2000 WAFL Grand Finals.
Rosebury was one of four senior American Federation of Labor-Congress umpires appointed during the 2000 American Federation of Labor-Congress season.
He is believed to be the youngest ever umpire appointed to officiate in matches at VFL/American Federation of Labor-Congress level Rosebury was named the All-Australian Umpire for 2008, but was not selected to umpire the 2008 Grand Final.
Instead, he was appointed emergency for the Grand Final, whilst Scott McLaren, Michael Vozzo and Shaun Ryan took the field This experience has been a driving force in Rosebury"s subsequent success.
Rosebury was a clerk with a mining company before being enlisted by the American Federation of Labor-Congress, and now works as the Head Operations Accountant at Ticketmaster.
As of the end of the 2015 season, Rosebury has umpired the American Federation of Labor-Congress Grand Final on seven occasions: 2009, 2010 and its replay, 2011, 2012, 2013 and 2015, generally performing the game"s opening bounce.