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Eccentric lottery winner Charles, living alone on a remote island, tries to fulfill his dream by hiring his favorite musician Herb McGwyer to play an exclusive private concert. Unbeknownst to Herb, Charles has also hired Herb’s former bandmate and girlfriend, Nell, and her new husband to perform old favorites. As tempers run high and old tensions come to the surface, stormy weather traps them all on the island, and Charles desperately searches for a way to save his dream job.