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Hmm is that why Canada is likely to deny him entrance as well?

That sounds like rumor, but Canada does require eTA (basically same thing) for everyone who's not from the US.

Usually, entry cards (the ones you get on the plane before landing) contain something like; 'have you been denied access to a country in the past 2 years?' Or something like that. You can lie ofcourse, but...

Seems to me that the visa-free program should be expanded to include more VWP countries. Not sure how much risk we'd incur from accepting Icelanders sans ESTA.

> US-friendly Western country.

Wouldn't that be Eastern countries, technically speaking? unless you used it as a synonym for "First" world countries.