Planning for the end isn’t about death—it’s an act of love that provides peace in the present and the future. It’s normal to feel stuck, but avoidance often leaves a mess for the people we love most. In this episode, we’re breaking down how to “come in sideways,” choose the right moments, and keep these conversations soft and present.
In this Episode:
- 03:59 – Secrets for Longevity from People in their nineties: Anthony Sacco, Navy Veteran and Sub Shop Owner
- 07:05 – Recipe – Cheese Steak Dip
- 08:11 – How to Talk about End of Life Planning with a Family Member
- 15:33 – Discussion – How Do You Approach End-of-Life Planning Conversations?
- 17:53 – “The Frist Day of the Rest of My Life” – Greg, After 7 Years of Alzheimer’s Caregiving
- 19:35 – Outro
How to Talk about End-of-Life Planning with a Family Member
We often avoid end-of-life talks because we don’t want to “upset” anyone. But the truth? Clarity is a gift. Learn how to start compassionate, effective end-of-life conversations without overwhelming your loved ones. This episode covers gentle openers, timing, emotional cues, family dynamics, and simplifying essential documents—so your family can make decisions with clarity, not crisis.

“These conversations aren’t about death. They’re about love.”
The Legacy of Peace Checklist:
- Start Soft: Use a news story or a personal reflection to open the door gently.
- Wait for the Quiet: Choose unhurried moments like car rides or Sunday mornings.
- Listen More, Direct Less: Focus on their values rather than your preferences.
- Pause for Emotion: If it gets heavy, acknowledge the weight before moving on.
- Keep it Accessible: Organize documents in a universal PDF format for easy access later.
- Leave the Door Open: Remind them that this is an ongoing conversation, not a one-time event.
Conversation Starter Examples
- The “News” Entry: “I saw a story today about a family struggling because they didn’t have a medical directive in place. It made me realize I want to make sure we’re never in that position—have you ever thought about what you’d want?”
- The “Legacy” Entry: “I’ve been thinking a lot lately about how much I value your wisdom. I want to make sure that down the road, I’m honoring your wishes exactly the way you’d want them honored.”
- The “Organization” Entry: “I’m working on getting my own digital files in order—converting important papers to PDF so they’re easy to find. It made me wonder if we should look at yours together sometime just to make things easier for the future?”
- The “Casual” Entry: “I know we don’t need to decide everything today, but I’d love to start a low-pressure conversation about what matters most to you as you get older.”
Related Content:
- S5E39: Advance Directives – A Guide to Documenting Your Healthcare Wishes
- S4E52: Are You Prepared to Die? Get Ideas for Your Advance Care Planning
- S1E09: Advance Directives
- Advance Directives – a firsthand account
- S5E21: What You Need to Know to Prepare for Your Digital Afterlife
- S5E22: You Can’t Take it With You: Understanding Money and Death
References:
Resources:
- Starting the conversation – Hospice Foundation of America
- How to Have Difficult Conversations (And Why We Avoid Them)
- How to Stay Open and Curious in Hard Conversations
- Free PDF converter – Create and convert PDF files online
- How to Deal With Difficult Family Dynamics at End-of-life – Remembering A Life
Recipe of the Week:
In our first half, sub-shop owner Anthony Sacco shared his life story and view on longevity. In his honor, we are featuring a Philly Cheese Steak Dip – everything you love in your sandwich put into a dip – perfect for any gathering. Visit Amanda’s Cookin’ to learn how to make it.

https://blog.feedspot.com/palliative_care_podcasts/
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