Molly, a promising talent in the real estate industry, ends her relationship with Jackson, who appears to be an underachiever, on Valentine’s Day due to suspicions of dishonesty. She relocates to New Mexico for a prestigious job advancement and quickly becomes nearly engaged to Greg, a kind yet somewhat childish man. In an unexpected turn, a potential business venture involving a fashionable winery reunites Molly with a regretful Jackson, who has some unexpected revelations for the woman he continues to care for deeply.