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A Holiday Gathering for Estate Planning Conversations

As the holidays approach, many families find themselves gathering across generations, sharing meals, stories, and cherished traditions. These moments are not only emotionally fulfilling but also present a valuable opportunity to discuss plans for the future, such as estate planning.

While it can be uncomfortable to initiate these conversations, addressing estate planning during such gatherings can bring lasting peace of mind.

Questions for Meaningful Estate Discussions

For adult children, asking parents specific questions can help avoid future surprises:

  • 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?

Conversely, parents can engage their adult children with questions like:

  • 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?

Approaching the Conversation

To bring up these topics without disrupting the festive mood, consider discussing them during a quiet walk or in a relaxed setting, away from the main meal. This ensures that the dialogue remains calm and empathetic.

The Gift of Clarity

Concluding these conversations with a sense of empowerment and reassurance can help prevent future confusion and disputes. Estate planning is not about finances; it’s a gift of clarity and love. If you're unsure where to start or need help with these discussions, consider reaching out to a trusted advisor for guidance.