|Hometown:||New Canaan, Conn.|
|High School:||Greenwich Academy|
Maddie graduated with honors from Greenwich Academy as a member of the tennis and squash teams. She was an FAA All-League tennis selection.
Maddie is a Mathematical Sciences major with a concentration in Statistics and has a minor in Managerial Economics. She is a Colby Cares About Kids mentor.
2017-2018 season highlights: Maddie, the team's captain, was on the NESCAC Spring All-Sportsmanship Team for the second straight year. She had a 5-4 singles record while playing mostly at five. Maddie also went 5-4 in doubles play with Jamie Pine.
2016-2017 season highlights: Maddie was 9-8 in singles play, including a 7-5 record at the third spot. She also had eight doubles victories, mainly playing at the second spot with Jamie Pine. Maddie, who was a co-captain during the season, was on the NESCAC Spring All-Sportsmanship Team.
2015-2016 season highlights: Lupone finished the singles season with six victories, playing in the first and third positions. In doubles, Lupone had eight victories while playing with multiple teammates. Lupone was also a member of the NESCAC Spring All-Academic Team.
2014-2015 season highlights: Lupone, playing from the third position, finished the season with an overall record of 8-6. In doubles, Lupone had three victories while playing with multiple teammates.