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I only remember small pieces of this movie. And it might even be two separate movies for all I know. It’s a live action movie, taking place in the US I believe. The first scene I recall is the protagonist losing the engagement ring he plans on giving his girlfriend while in the small town the movie takes place in for business. Almost the entire town volunteers to help him. They go to the beach and comb the sand until one of them finds it. The other scene I recall is the protagonist announcing he is going to run for mayor to stop the rich man (possibly his own boss?) from taking over the town or maybe kicking the townsfolk out to build something in its place. The protagonist may also have ditched his girlfriend for a local girl as well. This I am less sure on. Any help would be appreciated.