Matthew was 2nd at the 2019 Junior National Time Trial Championships, finishing just 33 seconds behind winner and current World Tour rider Quinn Simmons. Matthew won 3 stages at the 2019 Tour of the Gila, won the youth category at Tour de l’Abitibi, and was 2nd in the best young rider category at both Grand Prix Rüebliland and Tour du Pays de Vaud. In 2021, he was 4th in the youth classification at Volta ao Algarve em Bicicleta (2.Pro). At the 2021 USA Pro Nationals, Matthew finished 13th in the individual time trial and 17th in the road race.