Maddy was born in Rhode Island and raised in Massachusetts. Her father was the head golf professional at Worcester Country Club for over 20 years. This is where she was introduced to the game and business of golf. She played golf at Worcester Academy and the College of the Holy Cross. She started working as an Assistant Golf Professional right after her college graduation in May of 2020. She was elected to PGA membership in January 2022 and is in the process of becoming PGA Specialized in Teaching & Coaching.