What is Skip Bayless' net worth? Skip Bayless' net worth is $4 million dollars. His salary at ESPN is $500,000 per year. Born in Oklahoma City, Oklahoma, Skip Bayless graduated from Vanderbilt University. He began working as a writer almost immediately after college, writing for The Miami Herald for two years, and then for The Los Angeles Times. He was hired away from The L.A. Times by the Dallas Morning News, and then was offered one of the highest salaries of any sportswriter nationwide to write for the Dallas Times Herald. He was subsequently named Texas sportswriter of the year three times. In 1996, he chose to move to the Chicago Tribune after writing for the Times Herald for 17 years. He subsequently left the Chicago Tribune and began writing for the San Jose Mercury News. He was invited to participate in ESPN's "Rome is Burning" show and a weekly "SportsCenter" debate program soon after. In 2004, he became a full-time staff member of ESPN and ESPN.com. Since 2007, he has concentrated fully on his television programs "ESPN First Take" and "First and 10". He is also the author of three books about the Dallas Cowboys.