 During the 1999–00 season Wilson's role on Five Live was significantly increased as he shared many more matches with the likes of John Murray, Ian Brown and Simon Brotherton.He also continued his occasional work on "Match of the Day" and, following Jon Champion's move to ITV in 2001, Wilson became a permanent member of the "Match of the Day" team.Because ITV held rights to Premier League highlights between 2001 and 2004, "Match of the Day" was more infrequent, covering mainly FA Cup and international matches, meaning Wilson was still able to continue commentating on Five Live during this period.