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Looking for a comedy/drama movie about a family gathering

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I remember very little of this movie, but there’s one plot detail I can recall: The father made a bet with his best friend in which the loser of the bet would have to name their son with 2 first names (or something equally silly like that). The son’s name is something like ‘Michael Michaels’, and he finds out about the bet in the movie.

This film takes place in their hometown, mostly at the childhood home. I think the adult children have returned home for a holiday in the fall or winter. I think I saw this movie sometime around 2005-2008, and I believe it was released around that time as well.

Has anyone seen this? I feel like I’m going crazy. Thanks for any info

JustSnackin Edited question Aug 20, 2020