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Thanksgiving legacy talks 2025

Turn Thanksgiving Dinner into a Legacy Conversation

As families gather this Thanksgiving, it’s the perfect moment to talk about retirement and legacy—yet 68% avoid these discussions, per TIAA’s 2025 Holiday Survey, leaving wishes unspoken and plans incomplete. For most Americans, these talks ensure your hard work benefits loved ones, not courts or taxes.

At Davenport & Associates, we make them gentle and productive. Why discuss retirement & legacy at Thanksgiving 2025? With Tax Cuts and Jobs Act (TCJA) sunsets looming and blended families rising, clarity prevents 40% of disputes. This article shares 5 simple ways to start the conversation. Ready to honor your family this holiday? Read on for tips to protect your future.

Why Thanksgiving is Ideal for Legacy Talks

What makes holidays perfect? Everyone’s together, relaxed, and grateful—68% regret delaying per TIAA. 2025 urgency? Exemption drops could tax estates 40% more in 2026; early talks align on gifting ($18K/person) and trusts. Benefit? Reduces stress, strengthens bonds, and avoids probate surprises for heirs.

5 Gentle Ways to Start the Conversation

  1. Share Gratitude First: “I’m thankful for this family—it’s made me think about protecting what we’ve built.” Leads naturally to wishes.
  2. Use a Story: “A friend’s family fought over inheritance—let’s avoid that.” Sparks interest without pressure.
  3. Ask Open Questions: “What would you do if something happened to us?” Reveals concerns like guardianship or digital assets.
  4. Focus on Values: “What matters most—charity, education for grandkids?” Ties to 529 gifting or charitable trusts.
  5. Offer Resources: “We have a simple plan—want to review together?” Positions you as prepared.
How to discuss estate planning Thanksgiving

Thanksgiving Legacy Talk Starters

StarterGoalFollow-Up
Gratitude ShareWarm entry“This makes me want to protect us”
Family StoryHighlight risks“How can we prevent that?”
Open QuestionsUncover worriesDiscuss trusts/POAs
Values FocusAlign on prioritiesGifting or charitable clauses
Resource OfferLead to actionSchedule free review

Common Concerns and How to Address Them

What if it’s awkward? Keep light—focus on love, not death. Gen Z/blended families? Include digital assets and stepchildren for inclusivity. Our plans adapt nationwide.

Make Thanksgiving Your Legacy Milestone

Thanksgiving reminds us of family—use it for legacy talks 68% avoid. Start small, end strong. Ready to guide your family? Schedule a free consultation below.

References

  1. Trust & Will, “Blended Family Planning,” https://trustandwill.com/blended-families-2025
  2. TIAA, “2025 Holiday Retirement Survey,” https://www.tiaa.org/holiday-survey-2025