A Former Player's Perspective on the 10 Toughest Coaches in the... Mike Shanahan, Washington Redskins. Mike Tomlin, Pittsburgh Steelers. ... Jim Harbaugh, San Francisco 49ers. ... Jeff Fisher, St. ... Lovie Smith, Chicago Bears. ... Rex Ryan, New York Jets. 3 of 10. ... John Fox, Denver Broncos. 2 of 10. ... Jim Schwartz, Detroit Lions. 1 of 10. ... More items...