The inaugural medal was awarded to Mark McVeigh when the Bombers played the Kangaroos on Easter Monday in the AFL's opening round of 2008. It was also Essendon's first win over North Melbourne since their famous comeback match in 2001.
In round 13, 2011, the medal was presented to Brent Harvey by former Australian Test cricket captain and prominent North Melbourne supporter, Ricky Ponting. This was also the first time that James Hird coached Essendon against North Melbourne.
In round 1, 2014, in the midst of controversy surrounding James Hird, the medal was not awarded. North Melbourne, as home team, never received a phone call from Essendon about the arrangements.
In the case where North Melbourne and Essendon play each other twice in one season, the medal is awarded in the first meeting only.