I have a concern about the vagueness of the logline.
What is the event that makes him realize how broke and alone he has become? Because if he's acerbic and has been alienating his family for years, why would he suddenly go: "You know what I need? To be around my family." What does he go to them for? Money, or companionship?
What then is he doing once he's with the family? Just kind of hanging around? If he's a very passive protagonist, you need to make clearer the antagonistic force he's going to face during the film, along with a clear indication of the stakes of failure in whatever he's actually doing.
The hook seems to be there - an alcoholic spends a holiday with his estranged family - so you've got that much clear.