Retirement Revealed

Retirement Revealed


The Cost of Avoiding Conversations: How Estate Planning Can Save Your Family Heartache

December 18, 2024

Author and executor advisor David Edey shares how to prepare your estate and your executor to leave a legacy behind instead of a mess.


Nobody likes a messy house. When your journey in this life ends and you’ve left your estate to your executor, wouldn’t you rather leave a lasting legacy instead of an acute headache? Today, I’m thrilled to share insights from my conversation with author and executor advisor David Edey, whose personal journey of navigating his parents’ estate taught him invaluable lessons that every family should know—lessons that can help you avoid years of heartache and legal battles.


A Personal Story of Family and Estate Challenges

David’s parents passed away within a year of each other, leaving behind a will. Yet, their estate still took seven years, ten court appearances, and $50,000 in legal fees to settle. Why? The family lacked open conversations about the estate’s details and decisions. The result was disputes among siblings that fractured the family forever.


David’s experience is far too common. Even families that appear harmonious can find themselves at odds when it comes to inheritance. Often, the sentiment that “equal isn’t fair” surfaces, leading to prolonged disputes and strained relationships. The key takeaway? Clear communication and proper preparation are essential.


The Importance of Open Communication

Many families avoid talking about estate planning, assuming their loved ones will figure things out. Unfortunately, this lack of communication often leads to misunderstandings and conflict. David emphasized that parents should:



  • Have open conversations with all beneficiaries. Explain how the estate will be divided and the rationale behind those decisions.
  • Clarify the role of the executor. Discuss who is best suited for the role based on their organizational skills, proximity, and ability to lead—not just based on tradition or birth order.
  • Prepare executors for their responsibilities. Being an executor involves managing legal, financial, and emotional challenges. The better prepared they are, the smoother the process will be.

Steps to Avoid Family Fights

David shared actionable advice that everyone can use to ensure their estate planning minimizes disputes:



  1. Create and Update Your Will: Shockingly, 152 million Americans and 15 million Canadians don’t have a will. A will is the foundation of your estate plan. Without it, courts decide how your assets are distributed.
  2. Choose the Right Executor: Selecting an executor isn’t just about following tradition. Consider their ability to manage tasks, proximity to key resources, and interpersonal skills. If needed, explain your choice to family members to avoid misunderstandings.
  3. Hold Family Meetings: Regular discussions about estate plans help align expectations and reduce surprises. Transparency is key to avoiding disputes.
  4. Plan for Digital Assets: From online banking to social media accounts, our digital lives are extensive. Keep a list of login credentials and passwords so your executor can manage these assets effectively.
  5. Coordinate Beneficiary Forms with Your Will: Many assets—like retirement accounts and life insurance policies—are distributed based on beneficiary designations, not your will. Ensure these forms are updated and consistent with your estate plan.

Executors: Doing the Heavy Lifting

The role of an executor is no small task. Many executors spend 100 hours over 18 to 24 months settling an estate. They’re responsible for:



  • Paying off debts and taxes.
  • Managing beneficiary expectations.
  • Collaborating with professionals like lawyers, accountants, and financial advisors.

David advises executors to communicate regularly with beneficiaries, even if it’s just a brief update. Silence can breed suspicion, and suspicion can lead to legal challenges.


Avoiding Common Mistakes

David and I discussed several pitfalls to avoid:



  • Ignoring Digital Assets: Your executor needs access to your online accounts to manage ongoing payments and prevent financial disruptions.
  • Overlooking Beneficiary Coordination: If your IRA beneficiary designation conflicts with your will, it could lead to disputes. Always ensure consistency.
  • Assuming Executors Work for Free: Executors are entitled to reasonable compensation for their time and effort. Clarify this in your will to avoid confusion.

Leaving a Legacy, Not a Mess

David’s mantra resonates deeply: “Your legacy isn’t what you leave to people; it’s how you leave them.” By organizing your estate plan, communicating openly, and preparing your executor, you can leave behind a legacy of love and unity—not one of conflict and chaos.


Next Steps

To help you get started, David offers resources like a Legacy Readiness Quiz and answers to common executor questions. Taking proactive steps today can save your family years of stress tomorrow. Visit David’s website for tools to begin your estate planning journey.


Remember, estate planning isn’t just about transferring wealth. It’s about preserving relationships and ensuring your family thrives long after you’re gone. Let’s work together to make your legacy a blessing, not a burden.


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