Tom Coughlin – New York Giants
Many might consider Tom Coughlin the most underrated coach in NFL history, but much of his demise came at his own hand when he struggled to maintain regular-season success. Out of his 20 seasons, seven of them weren’t winning years.
He did, however, go 2-0 in Super Bowls with Eli Manning at the helm. Bringing crushing defeats to Tom Brady and the Patriots, he remains the only coach to defeat Bill Belichick in the Super Bowl.