The 2002–03 season saw Native Upmanship follow a near identical path to the previous one. After finishing second in his seasonal debut at Naas, he won the
John Durkan Memorial Chase again, before going to
Kempton for the first time to contest the
King George VI Chase, where he finished fifth to
Best Mate. He then won his second successive
Kinloch Brae Chase, before returning to the
Cheltenham Festival, where he again finished second in the
Queen Mother Champion Chase, this time behind
Moscow Flyer. He returned to Aintree, where he won his second successive
Melling Chase. He again finished the season contesting the
Punchestown Gold Cup, where he finished third behind First Gold, seemingly failing to see out the trip again. ==2003–04 season==