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Your friend does have a good chance of reduction/end of alimony. "An alimony award can only be altered upon showing a substantial change of circumstances, and the burden of proving the requisite change rests upon the party seeking the reduction." Hickland v. Hickland, 56 AD 2d 978 - NY: Appellate Div., 3rd Dept. 1977 (internal citations omitted).
In sum, he would have to file a petition to reduce or eliminate alimony, and show that a significant CHANGE in the situation has occurred. This includes but is not limited to:
-health issues that disallow him to work at all, or full time
-loss of employment
-her coming into money another way
-him remarrying and/or having to care for a third party
What you describe does seem the kind of situation where the Court would likely reduce alimony, or perhaps even eliminate it. He would have to file to see, of course.
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