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Bridging the Gap: When and How to Discuss Your Wishes with Family

May 09, 2025

Estate planning is more than just establishing legal documents— it is an act of care for your loved ones and a way to shape your legacy. While drafting a will or creating a trust is essential, communicating those plans to your family is also important.  Many people avoid the conversation, often out of discomfort, fear of conflict, or the mistaken belief that sharing is unnecessary. 

The truth is, clear communication can help prevent misunderstandings, reduce conflicts, and ensure that your wishes are respected.

A well-crafted estate plan can unravel if your family is unprepared. An open and honest conversation can make all the difference. Here are key reasons to communicate your estate plans:

  • Preventing Disputes: When heirs are unaware of your intentions, it can lead to confusion, resentment, or even legal conflict after your passing.
  • Clarifying Intentions: Explaining the "why" behind your decisions can help your family understand the values and reasoning that guided your choices.
  • Ensuring Smooth Administration: Executors and trustees need to understand their roles and responsibilities. Early communication helps to be prepared.
  • Addressing Special Situations: Blended families, family businesses, and children with special needs often require sensitive planning and tailored communication.

There is no perfect moment to review your estate plan, but certain life stages and events are natural opportunities to initiate the conversation:

  • After Creating or Updating Your Plan: Once your estate documents are complete, consider holding a family meeting to review and explain the key details.
  • During a Major Life Event: Births, deaths, marriages, and divorces often prompt changes to estate plans — and the need to review those changes.
  • Before Retirement or a Health Decline: The earlier you talk about your plans, the better. It’s best to have the conversation when you’re healthy, clear-minded, and not under duress.
  • After Appointing Key Roles: If you name someone as a healthcare proxy, power of attorney, or executor, inform them, explain what the role entails and review your wishes.

The participants in the conversation will depend on the scope of your estate and your family structure. The following people may be included:

  • Spouse or Partner: Your closest financial and legal decisions likely involve them.
  • Children or Heirs: Particularly those who are adults or may have roles or responsibilities in the estate plan.
  • Appointed Fiduciaries: Executors, trustees, or powers of attorney should be aware of their duties and the expectations you have of them.

You may also consider having your financial advisor or estate attorney present for more complex estates or to help answer questions.

Be Thoughtful in Your Approach - Framing the conversation around your desire to protect and support your family. Make it clear that your goal is to avoid confusion and stress during difficult times.

Choose the Right Setting - Hold the discussion in a calm, private environment, and avoid emotionally charged events. If you anticipate tension, consider separate conversations with individual family members. You may have a location special to your family that can provide the perfect setting to connect.  

Prepare - Before the meeting, review your plan and consider how to explain your decisions clearly. Think about questions your family may ask and how you’ll respond.

Encourage Questions and Dialogue - Let your family ask questions and express concerns. It can be a valuable opportunity for them to gain clarity and peace of mind.

Share Key Information - You don’t need to reveal every financial detail, but provide essential information — such as where documents are stored, who to contact, and what responsibilities specific people will have.

Consider Writing a Letter of Intent - For decisions that may be emotionally sensitive, such as disinheriting a family member or designating guardianship for minor children, consider writing a letter explaining your intentions in your own words. This can complement your legal documents and provide clarity.

Focusing on Values, Not Just Money - Emphasize the legacy you hope to leave and the family unity you wish to preserve.

Estate planning isn’t a one-time event. Life changes occur — marriages, births, deaths, financial shifts — and your plan should evolve accordingly. Revisit your plan every few years, and keep your family informed of significant changes.

Talking to your family about your estate plan may feel uncomfortable, but it’s one of the most loving and responsible things you can do. By communicating early, clearly, and compassionately, you can help your family understand your wishes, minimize confusion, and reduce the potential for conflict. Estate planning is about more than distributing assets — it’s about protecting relationships and leaving a legacy of care, thoughtfulness, and respect.

For additional guidance on how, when, and what to communicate with your family, please reach out to your CAS Advisor.