Why You’re Making Downsizing Harder Than It Needs to Be
Release Date: 01/22/2025
Exploring Grandparenting Superpowers and Emotional Bonds
The Executor Help Podcast
Imagine having a superpower that makes you the coolest person in your grandchild's life. That's what being a grandparent's all about, in this Best of Executor Help Podcast David has a conversation with Shirley Hershey Showalter co-authored of the book, The Mindful Grandparent, The Art of Loving Our Children's Children. Tune in to learn more about the profound impact grandparents can have and discover practical advice for nurturing these invaluable relationships. For David's book, other resources and more visit
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Unlocking Wealth and Happiness with Die with Zero
The Executor Help Podcast
In this Best of Episode of The Executor Help Podcast, David explores the thought-provoking book "Die With Zero" by Bill Perkins. David discusses how the book challenges traditional views on saving and legacy, urging listeners to focus on living fully and using wealth to create meaningful experiences, nurture relationships, and make a positive impact during their lifetime. Reflecting on a personal story, David encourages listeners to consider how their financial decisions align with their values and long-term goals. Tune in for insights on balancing financial security with...
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Secrets to a “Good Death” (and What Most Families Get Wrong)
The Executor Help Podcast
Most people avoid talking about death—but what if facing it head-on is the greatest gift you can give your family? In this episode, David chats with Julie Saeger Nierenberg about her book "Journey’s End," the power of end-of-life planning, and the importance of having the hard conversations now. If you want to learn what it takes to create a sense of comfort and support at life’s most difficult moment, don’t miss this discussion—full of wisdom, honesty, and practical ideas. For David's book, other resources and more visit
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Strengthening Relationships Through Prenups and Honest Money Talks
The Executor Help Podcast
In this episode, David is joined once again by —social worker, blended family expert, and author of "The Beginner’s Guide to Purposeful Prenups" After discussing the complexities of blended family estate planning in their last conversation, David and Emily have a conversation on another tricky topic: prenuptial agreements. Emily breaks down the true purpose of prenups, moving beyond the typical perception that they’re all about money or distrust. They explore how starting honest, sometimes uncomfortable conversations about values, money, and future plans can not...
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Love, Legacy, and Legalities: Purposeful Planning for Blended Families
The Executor Help Podcast
In this episode David Edey has a conversation with Emily Bouchard, an expert on family dynamics in estate planning. She is co-author of Estate Planning for the Blended Family. They discuss the complexities of estate planning for blended families—covering everything from updating beneficiaries to navigating difficult family conversations and making sure all loved ones are considered and protected. Emily shares real-life examples, common pitfalls, and actionable advice on managing everything from power of attorney and medical decisions to fostering open, honest communication...
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What Will Matter: Preparing for Life’s Transitions and Leaving a Legacy
The Executor Help Podcast
If tomorrow was your last day, what would matter most? Join David and guest Peter Christman on This Best Of: Executor Help Podcast for a heartfelt episode exploring business exits, personal epiphanies, and the importance of living—and leaving—a life of value. Peter opens up about his own mortality, the power of honest conversations, and the poem that shaped his outlook forever. This is one conversation you—and your legacy—can’t afford to miss. For David's book, other resources and more visit
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Grief, Trauma, and Sex: The Conversation You’ve Never Heard Before
The Executor Help Podcast
Grief isn’t just about death—it’s woven into the fabric of everyday life, and we often wear masks to hide it. On this episode, join David and grief expert author of It's Grief for an open, compassionate conversation about navigating loss, honoring your feelings, and finding small ways to move forward. Edy brings empathy and hope to a subject we often avoid. You’ll hear personal stories, practical advice, and why sharing your feelings—even just with yourself—matters more than you think. For David's book, other resources and more visit
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“Why Not Me?”: A Widow’s Journey Through ALS, Loss, and Healing
The Executor Help Podcast
If you’ve ever wondered how to navigate the darkest moments of life, this episode is for you. Join David as he has a conversation with Rachel Schneider author of Rach recounts her experience of losing her husband to ALS, raising young sons as a single mother, and discovering ways to celebrate life amid heartache. It’s a conversation full of honesty, hope, and practical advice for anyone supporting a loved one through illness or loss. For David's book, other resources and more visit
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Forget the Money: The Real Reason Family Empires Crumble
The Executor Help Podcast
Have you ever wondered why some families lose their wealth—and their connections—after just a generation or two? On this episode, David has a conversation with wealth psychology coach , as she peels back the curtains on what really keeps a legacy alive. It’s not just about smart investments or ironclad wills; it’s about trust, purpose, and the messy, very real emotions that tie families together or tear them apart. Whether you have a little or a lot, this episode will get you thinking about what you want to leave behind. For David's book, other resources...
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The One Conversation That Will Change How You See Death Forever
The Executor Help Podcast
When life pushes you to the edge—career changes, family illness, overwhelming responsibility—how do you find your way back to what makes you happy? David has a conversation with Minnelle Williams from Hear how a journey from funeral homes to international travel led her to help others write their legacy stories and live with purpose. You’ll laugh, reflect, and maybe even rethink how you prepare for the future. For David's book, other resources and more visit
info_outlineDavid explores the world of downsizing and estate management with expert Barry Gordon, CEO of Gordon's Downsizing and Estate Services.
Barry shares tips for making the tough decision to downsize and offers guidance for executors handling estates.
From the emotional challenges of leaving a cherished home to the practicalities of managing property and belongings, Barry's expertise provides a clear path forward.
Whether you're contemplating a move or overseeing an estate, this episode will help you to make informed decisions with confidence.
For David's book, other resources and more visit www.davidedey.com