That does sound like a lot of fun :) I think someone from Iceland will be very hard to find because the country has a population of 300 000 only.
I hope you can complete this challenge :) Can t wait for more posts about this.
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I've only met one person from Iceland in my life. It was actually at a football tournament though. They were going to watch Ireland versus Sweden at the last European Championship. We shared a train to the stadium.
It is definitely going to be the most difficult country to complete.