History of Will Cain in Timeline

By Popular Timelines Editorial Team · Updated: August 24, 2025

Will Cain is an American columnist, political analyst, and sports commentator. He currently hosts The Will Cain Show on Fox News Channel. Before joining Fox News, Cain was a contributor for ESPN, appearing on First Take and hosting The Will Cain Show on ESPN Radio. He has also contributed to Blaze Media and CNN, showcasing his diverse media presence across different platforms and formats, including television and radio.

Sections (3)

Full Timeline Early Life & Education Career & Achievements

March 28, 1975: Will Cain is born

On March 28, 1975, Charles Williams Cain, known as Will Cain, was born. He is an American columnist, political analyst, and sports commentator.

Others born on this day/year

1996: Cain scores a goal on the water polo team

In 1996, Will Cain, as a walk-on on the Pepperdine water polo team, scored his only goal in a game against UC Santa Barbara.

1997: Cain graduates from Pepperdine University

In 1997, Will Cain graduated cum laude with a bachelor's degree in telecommunications from Pepperdine University.

2000: Cain completes J.D. degree

In 2000, Will Cain completed his J.D. degree at the University of Texas School of Law.

2001: Cain Returns to Dallas After Father's Death

In 2001, Will Cain returned to the Dallas area following the death of his father to help care for his younger brother.

2006: Cain Founds Quince Media

Around 2006, Will Cain founded Quince Media, which published a magazine, website, and expos about quinceañeras.

2010: Cain Reflects on Pepperdine Water Polo

In 2010, Will Cain reflected on his experience with Pepperdine water polo, noting its positive impact on his development as a walk-on player.

February 28, 2011: Cain Co-Hosts CNN's In the Arena

On February 28, 2011, Will Cain began co-hosting CNN's In the Arena with E. D. Hill.

August 5, 2011: Cain Ends Co-Hosting CNN's In the Arena

On August 5, 2011, Will Cain's time co-hosting CNN's In the Arena came to an end.

2011: Cain criticizes Trump in op-ed

In 2011, while at CNN, Will Cain wrote an op-ed that criticized Donald Trump, Sarah Palin, and populism from a conservative perspective.

March 2015: Cain Joins ESPN

In March 2015, Will Cain joined ESPN as a contributor, working with the features unit and E:60, and also appearing on First Take.

2015: Cain begins working at ESPN

In 2015, Will Cain began working at ESPN as a radio personality, hosting the program Will and Kate with Kate Fagan.

2016: Cain Did Not Vote for Trump

In 2016, Will Cain did not vote for Donald Trump in the election.

January 2017: Cain on Not Voting for Trump

On an episode of First Take in January 2017, Will Cain stated that he did not vote for Donald Trump in the 2016 election.

January 2018: Will Cain Show on ESPN Radio

In January 2018, Will Cain began hosting The Will Cain Show on ESPN Radio.

2018: Cain discusses conservative voice at ESPN

In 2018, Will Cain discussed his conservative voice at ESPN, stating that the network didn't have a voice like his.

2018: Cain's growing profile at ESPN

In 2018, Will Cain's profile grew at ESPN amid discussions about liberal bias in the network's coverage of social and political issues in sports. It was noted he had become a “virtual third debate partner” on First Take.