Winslow is a native of Mobile, Alabama and graduated from McGill -Toolen Catholic High School. She attended Spring Hill College and graduated Magna Cum Laude with Honors while earning a Bachelor of Science in Finance and Economics. At Spring Hill, she was named the Presidential Scholar recipient in the field of Business Administration. As a college student, Winslow tutored at area schools, prepared tax returns for disadvantaged citizens, as well as raised money for charities including St. Jude Children’s Research Hospital.  

After graduating from Spring Hill College in 2011, Winslow attended the University of Alabama School of Law in Tuscaloosa, Alabama. During her second year of law school, she competed in the John A. Campbell Moot Court Competition. She also worked in the Domestic Violence Clinic, a student run legal service for impoverished victims of Domestic Violence. She interned for two years at the Mobile County District Attorney Office, gaining not only research and writing experience, but also practical courtroom experience. 

After graduating from the University of Alabama School of Law, Winslow was admitted to the Alabama State Bar in September of 2014. She is also a member of the Mobile Bar Association and Mobile Young Lawyers.