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What is the biggest what-if in Dallas Cowboys history?

There is a lot of history within the Dallas Cowboys organization. We are talking about a team that has been around for six decades after all, naturally there have been a ton of moments that are both good and bad.

What about moments that you think about late at night, though? You know the ones. When you walk downstairs in the middle of the night for a midnight snack that you eat quietly so as not to wake anyone... there are Dallas Cowboys moments that you think about. We all have them.

These moments can all generally be categorized as what-if thoughts.