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How to Start Estate Planning Conversations This Holiday Season
SimplyTrust

How to Start Estate Planning Conversations This Holiday Season

SimplyTrustSimplyTrust Editorial·November 16, 2025

Discover how to start the crucial estate planning conversation this holiday season with your family. It’s time to prioritize your future!

Spark the Conversation at the Dinner Table

Have you ever thought about how the holiday season could be the perfect time to discuss estate planning with your family? Gathering around the dinner table often brings up important topics, and addressing your future plans can be one of them. It’s not just about the turkey; it’s about protecting your loved ones and ensuring your wishes are honored.

Why Timing Matters

According to a recent survey, nearly 60% of Americans do not have a will or any estate plan in place. This startling statistic emphasizes the importance of having these discussions sooner rather than later. Imagine if something unexpected happened—would your family know your wishes? By initiating the conversation during the holidays, you can alleviate some of the stress and uncertainty that often accompanies such topics.

Practical Steps to Broach the Topic

Start with a casual approach. You might say, “Hey, I’ve been thinking about how we can secure our family’s future. Have you ever considered what would happen if something were to happen to me?” This opens up the floor for dialogue without making it feel confrontational. Consider sharing your thoughts on what you want to achieve with your estate plan, such as protecting assets or designating guardians for minor children.

Addressing Common Concerns

Many people hesitate to talk about estate planning because they associate it with death or discomfort. However, it’s essential to frame the discussion positively. Talk about how a solid estate plan can provide peace of mind for everyone involved. Highlight the benefits of having a comprehensive plan, such as avoiding probate and minimizing taxes. If your family understands that these conversations can lead to better outcomes, they may be more willing to engage.

Consider Professional Guidance

If the conversation goes well and your family shows interest, suggest seeking the help of an estate planning attorney. They can provide valuable insights tailored to your family’s needs. Remember, this doesn’t have to be a one-time discussion; it can evolve over time as family dynamics change. Keep the dialogue open and ongoing.

Take Action Today

As the holidays approach, consider making estate planning a priority for your family. By starting this important conversation, you not only safeguard your assets but also strengthen family ties. Don’t wait until it’s too late—take the first step and initiate that conversation this holiday season!

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