Estate Planning: A Thoughtful Gift Around the Holiday Table

Logan Weinkauf | Dec 09 2025 16:00

As the holidays approach, families across generations come together to share meals, stories, and traditions. These moments are rich with emotion and connection, making them an ideal time to also talk about the future—specifically, estate planning.

While the topic might seem uncomfortable, these conversations can bring peace of mind. Here are key questions to ask during family gatherings without turning the holiday into a formal meeting:

Questions Adult Children Can Ask Their Parents

  • Do you have an up-to-date will or trust in place?
  • Who have you chosen to make financial and medical decisions if you’re unable to?
  • Have you shared your wishes for medical care and end-of-life planning?
  • Would we know where to find your important documents and accounts if something happened tomorrow?
  • Are there heirlooms or traditions you’d like us to know the stories behind?
  • Do you feel confident that the people you’ve chosen to handle your affairs are still the right ones?

Questions Parents Can Ask Their Adult Children

  • Do you know where to find my important documents in case of an emergency?
  • Have you considered creating your own will or an estate plan?
  • If you received an inheritance tomorrow, would you know what to do with it — or who to turn to for help?
  • Are there family keepsakes or traditions you’d be heartbroken not to have carried forward?
  • If you had to step in to help us — financially or medically — what support would you need?

Engage in these discussions during a quiet moment or while taking a walk, rather than over the main meal. Approach the topic with clarity, calmness, and empathy.

Emphasizing the Importance of Estate Planning

Nearly 55% of U.S. adults don’t have a will or estate plan in place. Learn more. Without a clear plan, probate can consume 3–7% of an estate’s value and cause lengthy delays. Find out the cost. Moreover, 58% of families without an estate plan report conflicts after a loved one’s death. See the study.

Estate planning is for everyone, not just the wealthy. It offers control, clarity, care, efficiency, and the chance to pass on values. By framing it as a gift, it becomes easier to discuss. It's not about money, but caring for loved ones and preventing future burdens. Begin these conversations this holiday season, and if you need help starting, reach out to a trusted advisor.