
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, 61, hosts his popular show The Herd on Fox Sports 1 and is also the founder of "The Volume" sports media network.
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—Simmons from 2001 to '15 and Cowherd from '03 to '15. While the network was certainly paramount to their achievements, Simmons took an appearance on Monday's edition of The Herd with Cowherd to take quite the dig at their former employer: