Following graduation from United States Military Academy at West Point, Ashley branched Army Intelligence and served the majority of her five active-duty years in the 4th Stryker Brigade Combat Team, 2nd Infantry Division (4-2 SBCT). During that time, she deployed to Kandahar, Afghanistan, where she worked both as a Female Engagement Team Leader and a Brigade Assistant Intelligence Officer.

Ashley continued her service with Teach for America as a mathematics and computer science teacher in San Jose, CA an earned her Masters in Urban Education from Loyola Marymount University (Los Angeles). Ashley was then selected as a 2016 Pat Tillman Foundation scholar and went on to receive her Juris Doctor from Georgetown University Law Center. Currently, Ashley is an Assistant United States Attorney for the Southern District of New York.