Maddie Lepore is a mental health advocate who resides outside of Boston.

Maddie grew up in Winchester, Massachusetts to an Italian Catholic family. At one point, she worked at Bickford's Grille in Woburn. Maddie graduated from Winchester High School in 2012. Maddie went on to attend UMass Amherst and majored in sociology. She completed her University studies in 2016.

Maddie, Jessica Neves, and several other friends lived in a house together their senior year which the referred to it as "The Cockpit." Together, they created a list of fuckboys of UMass, in which Dave Liebowitz topped the list.

Maddie is a mental health counselor at North Shore Medical Center and field advocate for the American Foundation for Suicide Prevention. She is also a crises counselor for the Crisis Text Hotline.