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Most Difficult National Team to Win a World Cup With?

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What would be the most difficult national team to win a World Cup with?

I’m using FM18 (for reference), and I am trying to decide on a national team to use for the “Club and Country Challenge”. I want to use the worst/most challenging nation but don’t know what to look for any advice would be greatly appreciated. 

So far I’ve been eyeing Montserrat because they are the least populous team from what I can see. However, they do have some players that play in England so I was thinking they might not be the most difficult nation to use. 

Another thing I am not entirely sure about is if winning the World Cup and Club World Cup are even possible starting with an amateur club team and the worst national team.

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