Quirky family matriarch Settie Rose enters her town's annual holiday letter-writing contest but needs help, so she hires struggling novelist Juan to craft the perfect letter. When a mix-up leads to the rumor that Juan is engaged to Settie's daughter Lily, the whole family scrambles to keep up the charade. As Juan bonds with the Roses and overcomes his writer's block, Settie learns that embracing her imperfect family is what truly makes her story special.