However, the holidays come with a mix of emotions, too. There’s often, simultaneously, the grief for loved ones no longer with us and the joy of creating new memories with those who still are. For some folks, this time of year may also open the door to intrusive questions and judgmental comments from family members. Loved ones generally want to catch up and share life updates. Our social media feeds are inundated with engagement and pregnancy announcements. Meanwhile, other accomplishments, like prioritizing our mental health, starting a new hobby, or giving up alcohol, are outshined by these mainstream milestones. So when we choose to take a non-traditional path — like quitting our high-paying corporate job for a creative one, defying gender roles, or choosing to be single — navigating these conversations can be challenging.