The holiday season is often associated with big expectations and high hopes. It can be fraught for families, whether they are going through challenging times with a child’s gender identity. Sasha and Stella discuss the meaning of extended family, big celebrations, and how to keep the stakes low and reasonable during the holidays. They also discuss the holidays as a time some young people try to ‘come out,’ while others feel hesitant to reconnect with loved ones who haven’t yet seen their new ‘gender presentation.’ Sasha and Stella also provide practical strategies that families can use to recruit loving trusted adults who also have the child’s best interests in mind.