In the 2001–2002 season, Madison and Keiffer Hubbell competed for the first time on the Juvenile level, which is the lowest competition level in the U.S. Figure Skating structure. They competed at the Eastern Great Lakes Regional Championships, the qualifying competition for the U.S. Junior Championships. They placed second in the first compulsory dance, and then won the other two compulsory dances and the free dance to win the Juvenile event. This win qualified them for the 2002 U.S. Junior Championships, where they placed 9th in the first compulsory dance, 6th in the second, and 7th in the free dance to place 7th overall.