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It takes some real stupidity to fail in Washington DC twice in 2 different jobs, and Shuler did just that. I'm going to agree with both of you on the Bosworth, Leaf, and Emtman, Add in Smith, Couch, Carter, etc. and you have a load of NFL Fail.
Lawrence Phillips deserves a mention. He isn't as bad as Leaf, but the Rams did trade Jerome Bettis to the Steelers to make room for Phillips. That should count for something on the stupid meter.
While you're at it, throw in Ki-Jana Carter