This episode of the Rock Your Retirement show dives into a topic that many people shy away from but is absolutely crucial: estate planning and what happens when we’re no longer here.

Host Kathe Kline, accompanied by Barb Mock, welcomes guest David Edee, who brings his personal and professional experience to the discussion. David shares his own difficult story of settling his parents’ estate—an ordeal that involved seven years in court, ten court appearances, and $50,000 in legal fees, all exacerbated by a lack of preparation and open conversation within his family. This deeply personal account sets the tone for a candid exploration of why estate planning matters not only for ourselves, but even more so for those we leave behind.

Throughout the conversation, the hosts and David stress the importance of having tough but necessary discussions with family members well before a crisis hits. Barb provides a real-life perspective as someone currently navigating these conversations with elderly relatives, and Kathe underscores the need for advance directives, powers of attorney, and plans for incapacity, not just death. David highlights that establishing a will, preparing an executor, and keeping essential documents and digital information organized are all parts of the “greatest gift of love” we can offer our families.

They discuss the emotional and logistical burdens left on loved ones when these steps are neglected, sharing examples of messy inheritances, family rifts, and even children taking parents to court over perceived threats to their future inheritance.

Practical tips abound in the episode—from updating wills and considering trusts to keeping everything an executor would need in a brightly colored folder, including access to digital assets. Kathe and Barb reflect honestly on their own preparations, discussing tools like password managers and the challenge of choosing the right person to serve as executor.

David also introduces the powerful concept of “legacy letters”—handwritten notes to loved ones passing on memories, advice, and sentiments that transcend legalities and financial matters.

Ultimately, the episode is about more than death and money; it’s about caring for the people you love and ensuring family unity endures beyond your lifetime.

With a mix of vulnerability, practical guidance, and even humor, the conversation empowers listeners to face estate planning head-on and leave behind an organized, thoughtful legacy rather than family discord or chaos.

Listeners are encouraged to start the uncomfortable discussions, get their affairs in order, and consider creating their own legacy letters.

David’s book “Executor Help” and his resources are mentioned as helpful next steps for anyone looking to get started.

This episode is sponsored by CertifiedMedicareAgents.com