As we gather with our loved ones during the holidays, it's a time of joy, laughter, and the sharing of family traditions. These special gatherings provide rare moments when family members of all generations come together, creating the perfect backdrop for meaningful conversations about the future, including estate planning. While the topic may be uncomfortable, addressing it can bring immense peace of mind.
Starting these conversations doesn't have to turn the holiday into a formal meeting. Consider bringing up these subjects during a quiet walk or an intimate moment, away from the main meal.
Questions for Adult Children to Ask Their Parents:
Understanding your parents' plans can prevent surprises later. Here are some questions to consider:
- 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?
- If something happened tomorrow, would we know where to find your important documents and accounts?
- 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 for Parents to Ask Their Adult Children:
Encourage your adult children to think ahead and plan for their future with these questions:
- 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?
Nearly 55% of U.S. adults don’t have a will or estate plan in place. Estate Planning Statistics to Read Before Writing Your Will. Without clear plans, probate can consume 3–7% of an estate’s value, dragging on for months or years. Learn more about the costs of probate.
Furthermore, 58% of families without an estate plan report disputes after a loved one passes away. Read about how lack of planning leads to family feuds.
Why Estate Planning Matters: It’s about more than just financial assets; it’s your legacy, values, and the care for those you leave behind. Estate planning signifies:
- Control – deciding who will manage your finances, healthcare, and estate if you're incapacitated.
- Clarity – ensuring your loved ones know your intentions instead of leaving them to guess.
- Care – protecting minors, adult dependents, or even pets with choices like guardianship.
- Efficiency – avoiding unnecessary probate costs, taxes, and delays.
- Legacy – imparting not just assets, but family values, traditions, and stories.
Through open dialogue about estate planning, families can avoid confusion and legal disputes, with conversations framed as a gift of clarity and love. Remember, there’s no need to tackle everything at once. Even a brief discussion can set the stage for peace of mind.
If you’re unsure about where to start or need guidance on navigating these conversations, consider reaching out to a trusted advisor.

