He first umpired in the Moorabbin Saints Junior Football League in 2006. He has since umpired in a number of leagues, including the [[TAC Cup]], the [[VFL Development League]], and the [[Victorian Football League]]. In the latter two, he officiated in grand finals in 2011 and 2013, respectively. In 2014, he was added to the [[Australian Football League]] umpiring list, and made his debut in Round 7 of that year, in a match between [[Hawthorn Football Club|Hawthorn]] and [[St Kilda Football Club|St Kilda]] at the [[Melbourne Cricket Ground]]. He umpired 14 matches in his debut season. He officiated in his 50th AFL game in Round 4, 2017, in [[Greater Western Sydney Giants|Greater Western Sydney]]'s 31-point win over [[Port Adelaide Football Club|Port Adelaide]] at [[Manuka Oval]].<ref>{{Cite web|url=http://aflua.com.au/rob-ogorman-reaches-50/|title=Rob O'Gorman Reaches 50|publisher=[[AFL Umpires Association]]|last=Gauci|first=Julia|date=17 May 2017|accessdate=23 August 2017}}</ref> In 2024, O'Gorman began umpiring every week as of round 7. He umpired his 200th game in the round 3 match between {{AFL Ess}} and {{AFL Stk}} in 2024.<ref>{{cite web|url=https://aflua.com.au/umpire-appointments/|access-date=27 April 2024|website=AFL Umpires Association|title=Umpire Appointments 2024}}</ref>