Back to People
Bill Simmons

Bill Simmons

Born 1969 · Age 56

American sportswriter, podcaster, cultural critic; founder & CEO of The Ringer; former ESPN columnist and Grantland editor.

Total Events
63
Career Span
55 years
Peak Net Worth
$100,000,000

Compare Your Trajectory

See how your career milestones stack up against Bill Simmons and other industry leaders.

Life & Career Timeline

1969Age 0

Born in Marlborough, Massachusetts

William John Simmons III was born to William Simmons and Jan Corbo in Marlborough, MA.

9/25/1969Source
Confidence
99%
1978Age 9

Parents divorced; moved to Stamford, CT to live with mother

Parents divorced when Simmons was nine; he later moved to Stamford, Connecticut to live with his mother.

1/1/1978Source
Confidence
90%
1988Age 18

Completed postgraduate year at Choate Rosemary Hall

Completed a postgraduate year at Choate (Wallingford, CT).

1/1/1988Source
Confidence
90%
1992Age 22

Graduated College of the Holy Cross (B.A.)

Graduated with a B.A. in political science; involved with campus paper The Crusader and other student publications.

1/1/1992Source
Confidence
98%
1994Age 24

Earned M.A. in Print Journalism from Boston University

Completed a master's degree in print journalism while living in Brookline, MA.

1/1/1994Source
Confidence
98%
1994Age 24

Started at the Boston Herald (high school sports reporter/editorial assistant)

Began working at the Boston Herald the September after grad school doing entry-level sports reporting and editorial tasks.

9/1/1994Source
Confidence
92%
1997Age 27

Founded BostonSportsGuy.com on AOL's Digital City Boston

Badgered Digital City Boston into giving him a column and started 'Boston Sports Guy' while bartending; paid about $50/week early on.

1/1/1997Source
Confidence
95%
1997Age 27

Freelancer at Boston Phoenix; bartending

Worked briefly as a freelancer for the Boston Phoenix; financial struggles led him to bartend while building his web column.

1/1/1997Source
Confidence
85%
1998Age 29

BostonSportsGuy column became publicly available on the web

After initially circulating on AOL and via email, the column/website went live on the public web in November 1998.

11/1/1998Source
Confidence
95%
1999Age 29

Married Kari Crichton

Married Kari (referred to in his columns as 'The Sports Gal'); the couple have two children.

1/1/1999Source
Confidence
90%
2001Age 31

Recruited by ESPN; wrote three guest columns

ESPN recruited Simmons (as 'The Boston Sports Guy') to write guest columns in 2001; he later became a lead columnist on ESPN.com's Page 2.

1/1/2001Source
Confidence
98%
2001Age 31

Site traffic milestone: ~10,000 readers and 45,000 hits/day

By 2001, his site averaged roughly 10,000 readers and 45,000 hits per day, establishing a national profile.

1/1/2001Source
Confidence
90%
2001Age 31

Published 'Is Clemens the Antichrist?' (second ESPN column)

One of his early, highly shared ESPN pieces that contributed to his rapid rise in profile at ESPN.com.

1/1/2001Source
Confidence
90%
2002Age 32

Joined ESPN The Magazine as bi-weekly columnist

Began writing an 800-word bi-weekly column for ESPN The Magazine (later negotiated to 1,200 words).

1/1/2002Source
Confidence
95%
2002Age 33

Recruitment by Jimmy Kimmel; decided to join writing staff

After repeated requests from Jimmy Kimmel, Simmons agreed to join Jimmy Kimmel Live! as a writer; he moved to California on Nov 16, 2002.

1/1/2002Source
Confidence
92%
2003Age 33

Began working as a comedy writer at Jimmy Kimmel Live!

Started writing for the show in April 2003; continued to write for ESPN while at Kimmel (both owned by Disney).

4/1/2003Source
Confidence
95%
2004Age 34

Left Jimmy Kimmel Live! to focus on writing

Departed Jimmy Kimmel Live! in spring 2004 after roughly 1.5 years to return full-time to his columns.

1/1/2004Source
Confidence
94%
2004Age 35

ESPN launched an online cartoon based on his columns (later stopped)

ESPN experimented with a cartoon adaptation of Simmons' work in late 2004; he later called it a 'debacle' and discontinued involvement.

1/1/2004Source
Confidence
90%
2005Age 36

Published first book: 'Now I Can Die in Peace'

Collection of columns centered on the Red Sox run; reached The New York Times best-seller list and spent five weeks on extended list.

10/1/2005Source
Confidence
98%
2007Age 37

Conceived ESPN's '30 for 30' documentary series (with Connor Schell)

Simmons and Connor Schell created the '30 for 30' concept to mark ESPN's 30th year and highlight forgotten/resonant sports stories.

1/1/2007Source
Confidence
97%
2007Age 37

Named 12th-most influential person in online sports by Sports Business Journal

Recognized in 2007 list (highest position for a non-executive that year).

1/1/2007Source
Confidence
90%
2007Age 37

Launched podcast 'Eye of the Sportsguy'

Began podcasting for ESPN.com on May 8, 2007; soon evolved into The B.S. Report.

5/8/2007Source
Confidence
96%
2007Age 37

Podcast renamed 'The B.S. Report' (theme by Ronald Jenkees)

On June 14, 2007 the podcast adopted a new name and theme; it became one of ESPN.com's top downloaded podcasts.

6/14/2007Source
Confidence
93%
2007Age 37

Feud with Jerry Remy over Red Sox Nation presidency

Simmons accepted and then removed himself from consideration for the ceremonial Red Sox Nation presidency after a public spat with NESN's Jerry Remy.

7/16/2007Source
Confidence
85%
2007Age 38

Joined ESPN series E:60 as special contributor

In October 2007, Simmons expanded TV contributions by joining E:60.

10/1/2007Source
Confidence
90%
2008Age 39

Public dispute with ESPN over editorial control (May–Nov 2008 tensions)

Public battles with ESPN about creative freedom, including podcast edits and an Obama interview being nixed; he briefly quit the B.S. Report in Nov 2008 before returning with a disclaimer.

1/1/2008Source
Confidence
90%
2008Age 38

Took 10 weeks off to finish second book

Announced in July 2008 a 10-week break from Page 2 columns to complete 'The Book of Basketball.'

7/1/2008Source
Confidence
92%
2009Age 40

Became a regular moderator/panelist at MIT Sloan Sports Analytics Conference

Since 2009 Simmons has served as a moderator/panelist at the MIT Sloan conference.

1/1/2009Source
Confidence
90%
2009Age 39

B.S. Report downloads: >25.4M in 2009

The podcast accumulated more than 25.4 million downloads in 2009.

1/1/2009Source
Confidence
92%
2009Age 40

Twitter suspension (two weeks) over public tweets

Late 2009 Simmons was temporarily suspended from Twitter by ESPN for tweets critical of Boston radio station WEEI.

1/1/2009Source
Confidence
90%
2009Age 39

Announced retirement from ESPN The Magazine

On July 27, 2009 Simmons announced his retirement from ESPN The Magazine but continued on ESPN.com Page 2.

1/1/2009Source
Confidence
95%
2009Age 39

Traffic milestone (comScore): 1.4M pageviews; 460k unique visitors/month

Between June and November 2009 Page 2/column averaged 1.4M pageviews and 460k unique visitors per comScore data.

6/1/2009Source
Confidence
90%
2009Age 40

Published 'The Book of Basketball'

Released Oct 27, 2009; book debuted at the top of The New York Times bestseller list for non-fiction.

10/27/2009Source
Confidence
98%
2010Age 40

IDA Award – '30 for 30' Continuing Series (winner)

Documentary series associated with Simmons won International Documentary Association recognition.

1/1/2010Source
Confidence
85%
2010Age 40

Won Shorty Award (Best in Sports)

Received Shorty Award recognizing social media/podcast influence in sports.

1/1/2010Source
Confidence
90%
2011Age 41

Launched Grantland (editor-in-chief)

Grantland (ESPN-owned longform sports & pop culture site) launched on June 8, 2011 with Simmons as editor-in-chief.

6/8/2011Source
Confidence
99%
2012Age 42

Producer's Guild of America nomination(s) for '30 for 30'

Nominated for PGA award(s) in 2012 (and subsequent years) for Outstanding Producer of Non-Fiction Television for '30 for 30'.

1/1/2012Source
Confidence
80%
2012Age 43

Joined NBA Countdown as panelist/contributor

Began appearing on ESPN/ABC's NBA Countdown pregame show for the 2012–2013 NBA season.

1/1/2012Source
Confidence
95%
2013Age 44

Controversy: Memphis Grizzlies comment backlash

Faced criticism for linking local fans' ambivalence about the Grizzlies to lingering trauma around MLK assassination.

1/1/2013Source
Confidence
85%
2013Age 43

Twitter suspension (March 2013)

ESPN again suspended Simmons from Twitter in March 2013 for critical tweets toward ESPN programming.

3/1/2013Source
Confidence
90%
2014Age 44

Suspended by ESPN for three weeks over criticism of Roger Goodell

ESPN suspended Simmons for criticizing NFL commissioner Goodell's handling of Ray Rice evidence.

9/24/2014Source
Confidence
96%
2014Age 45

Debut of The Grantland Basketball Hour (TV show)

Grantland Basketball Show (later The Grantland Basketball Hour) premiered Oct 21, 2014; Simmons co-hosted with Jalen Rose.

10/1/2014Source
Confidence
90%
2014Age 45

Named a Webby Awards judge (IADAS membership)

Announced as a member of the International Academy of Digital Arts and Sciences (Webby judge) in Oct 2014.

10/29/2014Source
Confidence
90%
2015Age 45

Estimated net worth pre-Ringer sale

Estimated personal net worth prior to The Ringer sale (not official; figure provided as a contextual estimate).

1/1/2015Net Worth: $60,000,000Source
Confidence
35%
2015Age 46

Founded Bill Simmons Media Group

Launched Bill Simmons Media Group in fall 2015 as the parent for his future projects and podcasts.

1/1/2015Source
Confidence
90%
2015Age 45

ESPN announced it would not renew Simmons' contract

On May 8, 2015 ESPN stated Simmons' contract (expiry Sept 2015) would not be renewed.

5/8/2015Source
Confidence
98%
2015Age 45

Left ESPN effective immediately

On May 15, 2015 it was announced that Simmons would no longer be working at ESPN, effective immediately.

5/15/2015Source
Confidence
98%
2015Age 45

Signed multi-platform deal with HBO

Announced July 22, 2015 a deal with HBO starting October 2015 that included a weekly talk show.

7/22/2015Source
Confidence
95%
2015Age 46

Grantland shut down by ESPN

ESPN shut down Grantland on Oct 30, 2015, months after not renewing Simmons' contract.

10/30/2015Source
Confidence
98%
2016Age 46

Announced The Ringer

Announced launch of The Ringer as part of Bill Simmons Media Group.

2/17/2016Source
Confidence
98%
2016Age 46

The Ringer went live

The Ringer website and podcast network launched publicly on June 1, 2016.

6/1/2016Source
Confidence
99%
2016Age 46

HBO premiere of 'Any Given Wednesday with Bill Simmons'

Weekly talk show premiered June 22, 2016 as part of Simmons' HBO deal.

6/22/2016Source
Confidence
98%
2016Age 47

HBO cancelled 'Any Given Wednesday'

Show was cancelled in November 2016 after one season; multimedia deal with HBO continued for other projects.

11/1/2016Source
Confidence
95%
2017Age 47

Vox Media ad & platform partnership for The Ringer

Vox Media entered a revenue sharing agreement to provide ad sales and platform services; Simmons retained editorial control.

5/30/2017Source
Confidence
95%
2018Age 48

HBO aired André the Giant documentary co-produced by Bill Simmons group

Documentary (directed by Jason Hehir) co-produced by HBO Sports, WWE and the Bill Simmons Media Group aired on April 10, 2018.

4/10/2018Source
Confidence
95%
2019Age 50

Simmons Family Foundation / Northwestern Medill scholarship gift (approx.)

Simmons and family established the Simmons Family Foundation and made a scholarship gift to Medill to support HBCU graduates (Wikipedia notes this; exact date not provided in source).

1/1/2019Source
Confidence
25%
2020Age 50

Spotify acquired The Ringer for approximately $200M

On Feb 5, 2020 Simmons announced Spotify's acquisition of The Ringer for ~USD 200 million; editorial independence maintained.

2/5/2020Net Worth: $100,000,000Source
Confidence
88%
2020Age 50

Criticism over lack of racial diversity at The Ringer

In June 2020 Simmons faced criticism following comments to The New York Times and questions about Ringer staffing practices.

6/1/2020Net Worth: $100,000,000Source
Confidence
85%
2021Age 51

NYT investigation into The Ringer workplace culture

The New York Times published an investigation (Sept 1, 2021) alleging attempts to marginalize the union and other workplace issues.

9/1/2021Net Worth: $100,000,000Source
Confidence
90%
2022Age 52

Controversy over comment about Jalen Green

Simmons drew criticism for saying '...fuck Jalen Green' when discussing All-Rookie selections; later clarified, then hosted Green on podcast May 24, 2022.

4/26/2022Net Worth: $100,000,000Source
Confidence
90%
2022Age 52

Hosted Jalen Green on The Bill Simmons Podcast to clear the air

Simmons had Jalen Green on his podcast to discuss and resolve the April controversy.

5/24/2022Net Worth: $100,000,000Source
Confidence
88%
2023Age 53

Criticized Prince Harry & Meghan; called them 'grifters'

In June 2023 Simmons criticized the couple and their Spotify/Archewell $20M deal, calling them 'fucking grifters' in public comments.

6/1/2023Net Worth: $100,000,000Source
Confidence
85%
2024Age 55

Public reports estimate net worth ~USD 100M (media estimate)

Subsequent media profiles and aggregators have cited an estimated net worth around USD 100M as of 2024.

1/1/2024Net Worth: $100,000,000Source
Confidence
40%

Similar Trajectories

Biz Stone

Born 1974 · Age 51

American entrepreneur, co‑founder of Twitter, cofounder/CEO of Jelly, author, investor and advisor in multiple tech startups; creative director and product/brand leader in early blogging and social media.

View Timeline →

Jon Oringer

Born 1974 · Age 51

American programmer, photographer, founder and long-time CEO (now executive chairman) of stock-media company Shutterstock; early internet entrepreneur credited with creating one of the web's first pop‑up blockers and founding multiple subscription-software startups.

View Timeline →

Naval Ravikant

Born 1974 · Age 51

Indian-born American entrepreneur, angel investor, podcaster and co-founder/chairman of AngelList; early investor in Uber, Twitter, Foursquare, Postmates and others; founder/cofounder of Epinions, Genoa Corp, Vast.com, The Hit Forge, AngelList, MetaStable Capital, CoinList (spinout), Spearhead and Airchat.

View Timeline →

Jason Fried

Born 1974 · Age 51

Designer, entrepreneur, co‑founder and CEO of 37signals/Basecamp; author and speaker known for small‑company, calm‑workplace philosophy and products such as Basecamp, HEY; co‑author of Getting Real, Rework, Remote.

View Timeline →

Natasha Leggero

Born 1974 · Age 51

American stand-up comedian, actress, writer and voice actress known for Chelsea Lately, Another Period, stand-up specials and voice roles.

View Timeline →

Charles Duhigg

Born 1974 · Age 51

American investigative journalist and non-fiction author; former New York Times reporter, Pulitzer Prize winner, and author of The Power of Habit, Smarter Faster Better, and Supercommunicators.

View Timeline →