Starting the Estate Planning Conversation During the Holidays

Starting the Estate Planning Conversation During the HolidayThe holiday season is a time of togetherness and reflection, making it an ideal opportunity to broach important topics like estate planning, wills, and creating a lasting legacy. These discussions not only ensure that your family’s financial future is secure but also foster understanding, strengthen bonds, and preserve cherished memories. In this article, we will delve into the importance of starting the estate planning conversation during the holidays and provide practical tips for initiating these discussions.

The Significance of Estate Planning Conversations

Estate planning conversations during the holidays hold immense significance for several reasons. Discussing estate plans and wills alleviates concerns and uncertainty regarding the future. It ensures that everyone understands your wishes and is prepared for the eventualities of life. These conversations encourage open and honest communication among family members. They create a sense of unity and solidarity as everyone works together to secure the family’s financial well-being.

Estate planning discussions offer an opportunity to impart family values and beliefs to the next generation. Sharing your philosophy on wealth, responsibility, and philanthropy can be a valuable legacy. Clarifying your intentions in advance helps prevent misunderstandings and potential disputes among heirs. It ensures that assets are distributed according to your wishes. Estate planning is about more than just passing on assets. It’s about leaving a legacy of responsibility, wisdom, and love that your family can carry forward.

Practical Tips for Starting the Conversation

Initiating estate planning discussions during the holidays requires tact and consideration. Here are practical tips to help you get started:

Choose the Right Time: Select a moment when the family is gathered in a relaxed and comfortable setting. Avoid addressing these topics during festive meals or when emotions are high.

Set a Positive Tone: Begin the conversation on a positive note by expressing your love and concern for the family’s well-being. Emphasize that this is about taking care of one another.

Use Stories and Examples: Share stories or examples of friends or relatives who faced challenges due to the lack of proper estate planning. This can help illustrate the importance of the topic.

Start with the Basics: Begin with the basics of estate planning, such as wills, power of attorney, and healthcare directives. Explain how these documents work and why they are essential.

Ask for Input: Encourage family members to share their thoughts and concerns. Ask if they have questions or if there’s anything specific they would like to know.

Clarify Intentions: Be clear about your intentions and wishes. Explain how you envision the distribution of assets and any charitable or philanthropic contributions you’d like to make.

Involve Professionals: If necessary, involve estate planning professionals like attorneys or financial advisors to provide expert guidance and address specific questions.

Provide Resources: Offer reading materials or online resources that family members can explore at their own pace to gain a better understanding of estate planning.

Be Patient and Empathetic: Understand that family members may have different emotions and concerns. Be patient and empathetic, and avoid rushing the conversation.

Focus on the Family’s Future: Remind everyone that estate planning is about securing the family’s future and ensuring that your legacy lives on in a positive way.

Addressing Common Concerns

During estate planning conversations, various concerns may arise. Acknowledge that discussing estate planning can be unsettling but emphasize that it’s about responsible planning, not dwelling on mortality. It is also important to discuss your intentions regarding asset distribution to avoid perceptions of unfairness. Explain your reasoning and listen to any concerns. If your family has complex dynamics, consider involving a neutral third party, such as a mediator or counselor, to facilitate the discussion. You can also address privacy concerns by clarifying which details are sensitive and will be kept confidential within the family.

Understand that family members may have strong emotional attachments to certain assets. Discuss how these attachments can be honored.

Creating a Legacy Beyond Assets

Estate planning conversations during the holidays provide an opportunity to emphasize that a legacy extends beyond financial assets. Share your values, principles, and the wisdom you’ve gained over the years. These intangible assets can be some of the most valuable aspects of your legacy. Consider discussing any philanthropic or charitable causes that are dear to your heart. Encourage family members to get involved and carry on these charitable endeavors. You can also highlight family traditions, stories, and cultural heritage that you’d like to preserve and pass on to future generations.

Reinforce the idea that estate planning is a collaborative effort to ensure the family’s unity and well-being, emphasizing the importance of supporting one another.


Starting estate planning conversations during the holidays is a meaningful and responsible way to ensure the financial security of your family while fostering unity and understanding. By choosing the right moment, setting a positive tone, and addressing concerns with empathy.

Do you have more questions about Estate Planning in Maryland?  Reach out today to schedule a consultation with the experienced attorneys at Frame & Frame Attorneys at Law.

For over 70 years, Frame & Frame Attorneys at Law has been serving the legal needs of our community. We have developed the free estate planning guides to help answer common questions about estate planning, elder law, Medicaid planning, probate services, and more!  We are proud to serve as your family’s lawyer and trusted advisor.  Download your free legal guides or contact us to schedule a consultation!