He was one of several players and managers (including Danny Mills and Paul Jewell) who acted as summarisers for BBC Radio Five Live during the 2006 World Cup. Holland has also appeared on the BBC television program "A Question of Sport" and the radio quiz "Fighting Talk". Holland as a freelance pundit has appeared on nearly every media outlet covering football in the UK. He has been a pundit on ESPN & Sky Sports, appeared on BBC results service Final Score on the odd Saturday afternoon and appeared on ITV commentating on the UEFA Cup. He is also a presenter for the Eastern England edition of the BBC regional football show "Late Kick Off".