Simmons, 55, and Cowherd, 61, both became household names while working at ESPN. Since both of them left ESPN at their respective times in 2015, their careers have chartered a prosperous course.

Bill Simmons and Colin Cowherd have each done okay for themselves in the sports media world. Simmons, 55, is the founder and CEO of The Ringer, a website and podcast network, while Cowherd ...

Bill Simmons and Colin Cowherd are living proof that leaving ESPN is not a career death sentence, and they wear it proudly. It’s not uncommon for someone to find success after ESPN, but there ...

The Ringer's Bill Simmons joins Colin Cowherd to explain how the New England Patriots' offseason and season can parallel the Washington Commanders' year in 2024-25. MARCH 24・the herd with colin ...

The Ringer's Bill Simmons joins Colin Cowherd to dive into his 'Celtics City' project on HBO, then silences the Jayson Tatum critics. He also shares whether the Boston Celtics could run it back as ...

Bill Simmons and Colin Cowherd are living proof that leaving ESPN is not a career death sentence, and they wear it proudly. It’s not uncommon for someone to find success after ESPN, but there ...

Bill Simmons and Ryen Russillo hilariously critique bold NBA media takes, including Kendrick Perkins' Nikola Jokic “stat-padding” claims.

Two longtime staples in the sports media landscape, Colin Cowherd and Bill Simmons, reunited on Fox Sports 1's "The Herd" on Monday. The latter was on to discuss his HBO docuseries about the ...

Bill Simmons and Colin Cowherd. / Screenshot via "TheHerd" on FS1. On top of their success, what the two also have in common is a similar career arc, each having worked at ESPN for a time ...