Glen Boss riding Turffontein celebrates winning the Sir Rupert Clarke Stakes during the Underwood Stakes Day at Caulfield Racecourse on September 19,...
Glen Boss celebrates with the Cox Plate after riding So You Think to victory in the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee...
Glen Boss riding So You Think wins the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee Valley Racecourse on October 24, 2009 in...
Glen Boss riding Ocean Park wins the Cox Plate race during Cox Plate Day at Moonee Valley Racecourse on October 27, 2012 in Melbourne, Australia.
Glen Boss with the plate after winning the Ladbrokes Cox Plate at Moonee Valley Racecourse on October 23, 2020 in Moonee Ponds, Australia.
Glen Boss riding Irish Lights celebrates winning the Schweppes Thousand Guineas during the Thousand Guineas Day meeting at Caulfield Racecourse on...
Glen Boss riding Irish Lights celebrates winning the Schweppes Thousand Guineas during the Thousand Guineas Day meeting at Caulfield Racecourse on...
Michelle Payne, Damien Oliver and Glen Boss are seen ahead of Stakes Day at Flemington Racecourse on November 11, 2023 in Melbourne, Australia.
Glen Boss poses with three time Melbourne Cup winner Makybe Diva before Race 7, the Pfd Food Services Makybe Diva Stakes, during Melbourne Racing at...
Glen Boss poses with three time Melbourne Cup winner Makybe Diva before Race 7, the Pfd Food Services Makybe Diva Stakes, during Melbourne Racing at...
Glen Boss kisses the plate after winning the Ladbrokes Cox Plate at Moonee Valley Racecourse on October 23, 2020 in Moonee Ponds, Australia.
Glen Boss riding Kolding wins race 7 Iron Jack Golden Eagle during Sydney Racing at Rosehill Gardens on November 02, 2019 in Sydney, Australia.
Glen Boss riding Yes Yes Yes celebrates as he returns to scale after winning race 7 The TAB Everest during The Everest at Royal Randwick Racecourse...
Glen Boss riding Persian Star comes from behind to win race Six Andrew Ramsden Stakes during the Young Members Race Day at Flemington Racecourse on...
Jockey Glen Boss riding Sadalbari leads the field to win Race Four the SGE Credit Union Handicap during the Western Health Community Race Day meeting...
Glen Boss riding It'llbefantastic crosses the line to win the Hilton Stakes during the 2009 Emirates Stakes Day meeting at Flemington Racecourse on...
Glen Boss riding So You Think celebrates as he crosses the line to win the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee Valley...
Glen Boss celebrates after riding So You Think to victory in the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee Valley Racecourse on...
Glen Boss celebrates with the Cox Plate after riding So You Think to victory in the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee...
Glen Boss kisses the Cox Plate after riding So You Think to victory in the Tatts Cox Plate during the 2009 Cox Plate Day meeting at Moonee Valley...
Glen Boss riding Irish Lights celebrates winning the Schweppes Thousand Guineas during the Thousand Guineas Day meeting at Caulfield Racecourse on...
Glen Boss riding Turffontein celebrates as he crosses the line to win the Sir Rupert Clarke Stakes during the Underwood Stakes Day at Caulfield...
Glen Boss riding Turffontein celebrates as he crosses the line to win the Sir Rupert Clarke Stakes during the Underwood Stakes Day at Caulfield...
Glen Boss riding Turffontein celebrates as he crosses the line to win the Sir Rupert Clarke Stakes during the Underwood Stakes Day at Caulfield...
Glen Boss riding Every Faith wins Race 3 during Melbourne ANZAC Day Racing at Flemington Racecourse on April 25, 2016 in Melbourne, Australia.
Glen Boss riding Bullpit wins Race 7, during Melbourne Racing at Sandown Lakeside on April 9, 2016 in Melbourne, Australia.
Glen Boss riding Counterattack being thrown off and was scratched before Race 6, Lexus Newmarket Handicap during Melbourne Racing at Flemington...
Glen Boss riding Counterattack being thrown off and was scratched before Race 6, Lexus Newmarket Handicap during Melbourne Racing at Flemington...
Luke Currie riding Suavito defeats Glen Boss riding Lucky Hussler in Race 7, the C.F.Orr Stakes during Melbourne Racing at Caulfield Racecourse on...
Luke Currie riding Suavito defeats Glen Boss riding Lucky Hussler in Race 7, the C.F.Orr Stakes during Melbourne Racing at Caulfield Racecourse on...
Luke Currie riding Suavito defeats Glen Boss riding Lucky Hussler in Race 7, the C.F.Orr Stakes during Melbourne Racing at Caulfield Racecourse on...
Jockey Jim Cassidy, retiring after racing today, is kissed showered with champagne by Glen Boss on Oaks Day at Flemington Racecourse on November 5,...
Jockey Jim Cassidy, retiring after racing today, is hugged by jockey Glen Boss on Oaks Day at Flemington Racecourse on November 5, 2015 in Melbourne,...
Jim Cassidy is sprayed with champagne by Glen Boss after announcing his retirement on Oaks Day at Flemington Racecourse on November 5, 2015 in...
Glen Boss riding Kermadec walks off the track after the Cox Plate Breakfast With The Stars gallops at Moonee Valley Racecourse on October 20, 2015 in...
Glen Boss riding Kermadec during the Cox Plate Breakfast With The Stars gallops at Moonee Valley Racecourse on October 20, 2015 in Melbourne,...
Jockey Glen Boss grabs fellow Craig Williams when talking on the course proper before Race 1 during Caulfield Cup Day at Caulfield Racecourse on...
Glen Boss riding Kermadec during a trackwork session at Moonee Valley Racecourse on October 15, 2015 in Melbourne, Australia.
Glen Boss riding Lucky Hussler reacts after winning Race 7, the Toorak Handicap during Caulfield Guineas Day at Caulfield Racecourse on October 10,...
Glen Boss riding Lucky Hussler reacts after winning Race 7, the Toorak Handicap during Caulfield Guineas Day at Caulfield Racecourse on October 10,...
Glen Boss riding Lucky Hussler reacts after winning Race 7, the Toorak Handicap during Caulfield Guineas Day at Caulfield Racecourse on October 10,...
Glen Boss riding Lucky Hussler reacts after winning Race 7, the Toorak Handicap during Caulfield Guineas Day at Caulfield Racecourse on October 10,...
Hugh Bowman riding Preferment defeats Glen Boss riding Royal Descent in Race 7, the Yellowglen Turnball Stakes during Turnbull Stakes Day at...
Hugh Bowman riding Preferment defeats Glen Boss riding Royal Descent in Race 7, the Yellowglen Turnball Stakes during Turnbull Stakes Day at...
Hugh Bowman riding Preferment defeats Glen Boss riding Royal Descent in Race 7, the Yellowglen Turnball Stakes during Turnbull Stakes Day at...
Former Miss Universe Australia Renae Ayris ,model Kirsten Clemens and Jockey Glen Boss pose during the Melbourne Cup Carnival launch at Southern...
Glen Boss, three-time Emirates Melbourne Cup winning jockey and Alison Saville, Black Caviar connection and former Myer Fashions on the Field...
Glen Boss, three-time Emirates Melbourne Cup winning jockey and Alison Saville, Black Caviar connection and former Myer Fashions on the Field...
Glen Boss riding Radioactive after a jump out session at Flemington Racecourse on August 21, 2015 in Melbourne, Australia.
Glen Boss riding London Lolly wins Race 4, the Chandler Macleod St Albans Stakes during Melbourne Racing at Moonee Valley Racecourse on March 14,...
Jockey Glen Boss riding Angels Beach leads the field to win Race 4 Mrs Mac's Beef Pie Sprint during Australian Guineas Day at Flemington Racecourse...
Jockey Glen Boss riding Cooldini leads the field to win Race 3 Roy Higgins Quality during Australian Guineas Day at Flemington Racecourse on March 1,...
Jockey Glen Boss riding Saint or Sinner crosses the line to win Race 2 Saintly Handicap during Australian Guineas Day at Flemington Racecourse on...
Glen Boss riding Killarney Kid wins Race 5 during Melbourne Racing at Flemington Racecourse on May 9, 2015 in Melbourne, Australia.
Glen Boss returns on Kermadec after winning race 9, The Doncaster Mile, during Sydney Racing at Royal Randwick Racecourse on April 6, 2015 in Sydney,...
Glen Boss riding Indix Linked wins Race 9 during Blue Diamond Day at Caulfield Racecourse on February 28, 2015 in Melbourne, Australia.
Glen Boss riding Nostradamus winning Race 1, the Nursery Plate during Melbourne racing at Flemington Racecourse on January 18, 2014 in Melbourne,...
Glen Boss riding Who Shot Thebarman jumps out of the barriers before winning Race 3, The Bart Cummings during Turnbull Stakes Day at Flemington...
Glen Boss riding Who Shot Thebarman jumps out of the barriers before winning Race 3, The Bart Cummings during Turnbull Stakes Day at Flemington...
Glen Boss riding Who Shot Thebarman winning Race 3, The Bart Cummings during Turnbull Stakes Day at Flemington Racecourse on October 4, 2014 in...