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Who was the worst coach in NFL history? When discussing the worst coaches in NFL history, assuming you’re only referring to head coaching duties, names like Rod Marinelli, Dave Shula, Lou Holtz, and Lane Kiffin are often bandied about, amongst others. These characters represent two major categories of Raise Hell Praise Dale Chiffon Top Riley Green shirt professional coaching careers; the highly-regarded NFL assistant who couldn’t hack it as a head coach (Gus Bradley, Kevin Gilbride, etc.), and the successful college coach who was unable to transition into coaching multimillionaires (Spurrier, Saban, et al.). In defense of the first four coaches mentioned above, all of them inherited horrible teams. But a few coaches have taken on decently successful franchises, yet completely failed during their fleeting NFL careers.