The major issue with your route is that it is fraudulent to enter the US as a tourist with the intention of remaining. Many do it and successfully change status, but a few come a nasty, nasty cropper. Are you feeling lucky?

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Undermine their pompous authority, reject their moral standards, make anarchy and disorder your trademarks. Cause as much chaos and disruption as possible but don’t let them take you ALIVE. - Sid Vicious