Jon Gruden
Gruden’s second and last tenure with the Raiders came to an unceremonious end in 2021 after a wild email scandal. He demonstrated sexist and discriminatory perspectives in a series of online communications. In the end, Gruden lost his job because his position became untenable.

It should be noted that Gruden appeared to act independently in Las Vegas as he communicated with his Washington counterparts. But this revealed the type of attitudes that exist behind the scenes at NFL franchises. These people wouldn’t be able to find a moral compass to save their lives (via Sporting News).