In 2003 he managed to defend his under-16 British show jumping STAR OF THE FUTURE title, this time on his inexperienced horse, ADDY THE EAGLE. He followed this fantastic win with a 3rd as the sole South African representative in an International Young Riders Show, against 93 competitors from various other nations, in Reims, France. He once again competed at prestigious shows such as Windsor and Arena UK.
In South Africa he received his SANEF South African Junior colours and represented South Africa against Australia and other nations in an international show. He had the honour of being the only competitor to have four clear rounds in the competition. He came 2nd in the SA Derby on his fantastic A grade horse, MANIOLIA, as well as a 3rd with DECIMAL DOLLAR. In the BOE Cape Horse Show in Constantia, Cape Town, he won the B/JA Accumulator on MANIOLIA. Oliver represented THS in their Junior showjumping team at the National Championships at the end of the year in Shongweni and they took gold.
In 2004 Oliver took FREDERIK with him to the Spanish Sunshine Circuit where he won two Small Tour Grand Prix Classes and numerous other classes. He rode a young seven-year-old, CASSIANO Z, who was also placed in all his classes, and this proved to be a wonderful experience for both Oliver and GOOFY as Cassiano Z is affectionately known. Throughout the summer of 2004 Oliver traveled the circuit, attending Valkenswaard Show, Jan Tops now infamous and incredibly prestigious show, in Holland. He won a first in a speed event on a borrowed horses which he had never sat on before, CHAKA D and also got a few tickets on another Dutch horse, LIBERATADOR, when he was given the ride. He placed 2nd in the final day Championships on a young (quite aptly named!) horse, OLIVIER.
Back home Oliver won the South African Medium A Championships at the Easter Show 2004, held at THS, Johannesburg, on his great horse, MANIOLIA. This, coupled with many other successes during the year, resulted in an invite to Mauritius in November as part of the SA team where he was awarded the title of Rider of the Show and at the SA Junior Championships in December he won the award for the Most Stylish Rider of 2004.