Reggie's first on ice experience was when he was two years old. His dad took him to the neighborhood rink in Anoka, MN and had him push a little blue plastic chair around until he felt comfortable going on his own. It wasn't long and he got rid of the chair. At the age of five, Reggie was on his first mite team. He went through the Anoka youth program with many successes and memorable experiences. After youth hockey, Reggie made the Anoka High School team as a ninth-grader. His freshman year he led the team in scoring. His sophomore year he became All-Conference, All-Metro and All-State. His hard work in school won him the Metro Scholar Athlete Award. What would have been his junior year for Anoka High School became his first year of playing Junior Hockey in the United States Junior League in Des Moines, Iowa where he saw much success. Despite being recruited by many Division I schools, Reggie decided to become a Golden Gopher. As a freshman, he scored 23 goal making him the THIRD highest scoring freshman in the history of the University of Minnesota. The following summer, he was selected to play on the United States National Select Team in Finland. Berg went on to travel internationally to Switzerland in 1992 with the USA Select Team, Japan in 1993 with the USA Select 17 Team, and in 1995 as a part of the US National Team going to Red Deer, Alberta. He also took his skills to Boston for the US National Team in the World Junior Championships. Reggie retired after playing for the Florida Everblades of the ECHL. Reggie was also selected by the Toronto Maple Leafs in the 7th round (178th overall) of the 1996 NHL Entry Draft.