American sports writer Bill Simmons has an estimated net worth of $15 million. He has earned his net worth as a sports columnist, author and podcaster for Grantland.com, which is affiliated with ESPN.com. Before his affiliation with ESPN.com, he was known as the “Boston Sports Guy”, later on Sports Guy, on his website BostonSportsGuy.com that earned him a job offer in 2001. He also appeared briefly in the Boston Herald in the 1990s. He is a former writer for ESPN The Magazine and Jimmy Kimmel Live!.

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Aside from writing for ESPN.com, Simmons joined ESPN in 2001. He also hosted a podcast titled The B.S. Report on ESPN.com, appeared as a special contributor on the television series E:60 and serves as an executive producer of ESPN’s documentary project 30 for 30. He has his own section of the ESPN.com’s Page 2 titled Sports Guy World. In the late 2004, ESPN launched an online cartoon based on his columns but has since been discontinued.

Bill Simmons released his first book Now I Can Die In Peace in October 2005. This book is a collection of his columns, with minor changes and lengthy footnotes, up until the 2004 World Cup Series victory of his beloved Boston Red Sox. His second book, The Book of Basketball: The NBA According to the Sports Guy, was released in October 2009. This book is about trying to find out who really are the best players and teams of all time as well as the answer to some of the greatest What Ifs in NBA history.

Simmons launched Grantland.com on June 8, 2011. It is an online magazine where he serves as Editor-in-Chief. He began publishing his Sports Guy columns and B.S. Report podcasts on the site which are linked to ESPN.com. He has also created several internet memes and the most notable are the Ewing Theory, which he claims he did not come up with the idea, and the Manning Face. He was named the 12th most influential person in online sports by the Sports Business Journal in 2007, the highest position on the list for a non-executive. He became a member of the The NBA Countdown pregame show on ESPN/ABC replacing Chris Broussard in 2012.