I personally wouldn't be too hard on Woodrow Wilson. He cannot really be accused of having foreseen all the consequences almost a century after having signed any particular act.

I would have a sneaking regard for Aaron Burr. Planning to sell more than half the United States (by area) to Spain, and shooting dead a former Secretary of the Treasury in a duel shows a breathtaking effrontery not associated with the usual furtive and dissembling varieties of treachery.