The 183 day test would be relatively easy to pass. It is calculated quite simply by counting the number of days you were in the country (at midnight).
So all US road trips do him a favour. Then, he just gets himself a little condo in Buffalo and spends a handful of nights there. Shouldn't be too difficult getting under 183 (unless they have a deep playoff run - especially against other Canadian teams)
He would have to avoid Canada in the off-season, but I'm sure he could manage.
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