Career Timeline of Will Cain: Major Achievements and Milestones

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

From career breakthroughs to professional milestones, explore how Will Cain made an impact.

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

2006: Cain Founds Quince Media

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

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.

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.

January 2018: Will Cain Show on ESPN Radio

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

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.