Amy Trask began working for her favorite football team, the Oakland Raiders, as an intern in the legal department while attending the University of Southern California Gould School of Law. She later landed a full-time job with the Raiders, working her way up to CEO in 1997, a first for a woman in the NFL. Trask earned the nickname "The Princess of Darkness" in part due to her commitment to the team. She left the organization in May of 2013, after 30 years.

Trask currently serves as an analyst for CBS Sports and CBS Sports Network and is Chairman of the Board of Big3, a 3-on-3 professional basketball league. Trask has also written a book entitled You Negotiate Like a Girl on her experience as an executive in the NFL. In 2019, as part of the NFL's commemoration of its 100-year anniversary, she was named as one of the top 100 Greatest Game Changers in NFL history.

Trask reveals how she approached working in a male-dominated field:

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