After college, Medley began working at
Liz Claiborne in
Manhattan. In 2015, she joined the American
reality television show
The Real Housewives of New York City. She remained on the show for six seasons, from 2015 to 2020. In 2021, she published a memoir titled
Make It Nice. In 2022 and 2023, she starred in the second and fourth seasons of
The Real Housewives Ultimate Girls Trip. In 2024, it was announced that she would compete in the
third season of
The Traitors. She was the first person to be "murdered" by the Traitors and therefore the first candidate eliminated from the competition. In June 2025, she was revealed to be returning for the series'
fourth season. In November 2025, she appeared on
Celebrity Weakest Link, finishing in fifth place. ==Personal life==