MCG.[2] He could only manage one kick but kept his spot in the side for the following week's fixture against Melbourne.[2] Round again struggled to have an impact, with just two hit-outs and a solitary kick.[2]
Having been delisted at the end of the season, Round was rookie listed by North Melbourne.[3] However, he did not play a senior game and ended up at Victorian Football League (VFL) club Williamstown, another of his father's former clubs. In 1999 he won Williamstown's "best and fairest" award but by 2001 was spending a lot of time in the reserves. He performed so well in the 2001 VFL reserves competition that he took home the Todd Medal, as the league's best player.[4]
In 2002 he moved to Queensland to join Southport and was a Grogan Medal winner in his first season.[5] He won another Grogan Medal in 2005, this time while at Broadbeach.[5]
The Grogan Medal has been awarded most years since 1927, and every year since 1945, to the best and fairest player in the Queensland Australian Football League and, historically, other high-level Queensland football competitions. It was known as the De Little Medal until 1946.