 Freedman's greatest training achievement is winning the 2004 and 2005 Melbourne Cup's with 'The Diva', taking her to a total of three wins in the Cup, which has never been done in more than 150 years of the race.Makybe Diva was retired after winning her third Melbourne Cup in November 2005.As of 2006 Freedman is regarded as Victoria's premier horse trainer, and along with Bart Cummings, Gai Waterhouse, David Hayes and John Hawkes, among Australia's best.