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Automatic revalidation (more accurately, automatic visa revalidation) doesn't apply to VWP visitors; their readmission is governed by different provisions and is subject to different conditions. Notably, VWP readmission does not depend on the return being within 30 days.
– phoog
Commented Mar 10 at 12:51
Also, with respect to "do you exit US customs before entering the next country's? -- No" this might be an effort to determine whether it's possible to reenter the US without inspection if one is denied entry in Canada or Mexico, and it certainly won't be possible to do that. The US has no exit controls, it is true, but as one leaves one does pass a point beyond which it is necessary to present oneself for entry inspection on return. Perhaps this is obvious, but I have a small suspicion that it isn't obvious to the asker of the question.
– phoog
Commented Mar 11 at 13:13

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