What’s a risky “what’s the worst that could happen?” front office decision that resulted in the worst actually happening?

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The original was posted on /r/nfl by /u/t33po on 2024-06-20 20:13:13+00:00.

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Influenced by the Matt Millen story:

When first approached by owner William Clay Ford Sr. about the job, Millen told him “Mr. Ford, I really appreciate this, but I’m not qualified.” Ford responded “You’re smart. You’ll figure it out.”

Narrator: he did not figure it out.

Millen had arguably the worst GM tenures in American sports history culminating with the 0-16 team he built(fired mid season). He was indeed not qualified like he said.