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The Psychological Journey of Retirement

The Executor Help Podcast

Release Date: 07/09/2025

Why Leaving Money Isn’t Your Real Legacy (And What Actually Matters!) show art Why Leaving Money Isn’t Your Real Legacy (And What Actually Matters!)

The Executor Help Podcast

Are you feeling overwhelmed with aging parents, caregiving, and legacy planning?   You’re not alone.   In this episode, David sits down with Laura Tamblyn Watts, one of Canada’s leading experts on aging and author of for a real, heartfelt conversation packed with practical advice and surprising truths.   If you want to feel more prepared—and less alone—this is an episode you can’t miss.   For David's book, other resources and more visit

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3 Unbelievable Executor Mistakes That Cause Family Nightmares show art 3 Unbelievable Executor Mistakes That Cause Family Nightmares

The Executor Help Podcast

Are you listed as an executor in someone’s will—or think you might be someday?   Discover the one tiny detail that can save you weeks of stress, expensive headaches, and family arguments.   In this episode, David shares real listener stories and breaks down the practical tips you need to avoid common estate pitfalls.   Don’t let small oversights cause big problems—tune in to get clear, real-world advice that every executor should know.   For David's book, other resources and more visit

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She Turned Heartbreak Into Help: The Story Behind Elayne’s Mission show art She Turned Heartbreak Into Help: The Story Behind Elayne’s Mission

The Executor Help Podcast

What if estate planning didn’t have to feel cold and clinical?   On this episode, discover how Adria Ferrier, founder of turned heartbreak into a mission—and built an innovative platform that transforms legacy and loss into something deeply human.   If you want to rethink how families navigate one of life’s toughest moments, this conversation will change your perspective.   For David's book, other resources and more visit  

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What REALLY Happens When You Die Alone: Stories From a Death Doula show art What REALLY Happens When You Die Alone: Stories From a Death Doula

The Executor Help Podcast

Have you ever struggled to talk about death or support someone grieving?   This episode is for you.   Join David and death doula as she shares her journey, the moving work she does, and essential wisdom about advanced care planning, supporting children, and how we can all bring more comfort during life’s hardest transitions.   Listen in—this conversation could change the way you think about death, dying, and living fully.   For David's book, other resources and more visit

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The Eco-Friendly Goodbye: Discover Green Burial’s Surprising Legacy show art The Eco-Friendly Goodbye: Discover Green Burial’s Surprising Legacy

The Executor Help Podcast

Did you know your funeral could become your greatest act for the environment?   Join David as he has a conversation about the world of green burial with Sasha Honsl from   Learn what makes green burials different, why they matter, and how they just might be the ultimate gift back to Mother Nature.   If you care about your legacy—and the planet—don’t miss this episode.   For David's book, other resources and more visit

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Dementia, Laughter, and Legacy—Why Every Family Needs This Talk show art Dementia, Laughter, and Legacy—Why Every Family Needs This Talk

The Executor Help Podcast

What if talking openly about death could actually help you live a fuller life?   Join David for a conversation with hospice social worker Lisa Pahl, co-creator of the   Discover how humor, honesty, and heartfelt stories can break the stigma around end-of-life discussions—and why these conversations might be the key to deeper connections with your loved ones.   For David's book, other resources and more visit

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From Shattered to Strong: One Woman’s Guide to Surviving Grief show art From Shattered to Strong: One Woman’s Guide to Surviving Grief

The Executor Help Podcast

Have you ever wondered how people find their way forward after losing someone they can’t live without?   In this episode, David is joined by —grief coach and author—who opens up about losing her husband, the unexpected realities of grief, and the gentle steps she took to rediscover joy.   Tune in for real talk about grief that goes beyond clichés, and practical tips to help you or a loved one find light again.   For David's book, other resources and more visit

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Behind Closed Doors: The Untold Challenges of Grieving at Work show art Behind Closed Doors: The Untold Challenges of Grieving at Work

The Executor Help Podcast

What happens when grief follows you to work?   In this episode, David sits down with Janet Gwilliam-Wright and Mekel Harris of —two compassionate experts helping employers and employees navigate the storm of loss.   If you’ve ever wondered how workplaces can become truly supportive environments in the toughest times, you’ll want to tune in.   For David's book, other resources and more visit

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Confronting Death, Finding Purpose: How Kelly Turned Pain Into Power show art Confronting Death, Finding Purpose: How Kelly Turned Pain Into Power

The Executor Help Podcast

If you think legacy is only about wills and wealth, think again.   Join David as he has a conversation with legacy coach   Kelly reveals how personal tragedy, family challenges, and hard-won wisdom led her to redefine what legacy means—both for herself and those she helps.   You don’t want to miss this moving and practical conversation.   For David's book, other resources and more visit

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When Grief Meets Chaos: Inside the Messy World of Unplanned Family Estates show art When Grief Meets Chaos: Inside the Messy World of Unplanned Family Estates

The Executor Help Podcast

On this episode David is joined by Katelyn Magnuson—financial expert and host of the —for an honest conversation about the importance of estate planning and what really happens when families avoid those difficult conversations about death and money.   Katelyn opens up about her own family’s approach: how watching her parents take proactive steps to organize their estate brought her peace of mind, while her in-laws’ reluctance to plan for the future causes ongoing stress.   For David's book, other resources and more visit

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More Episodes

This is a best of Executor Help Podcast Episode and here's why it is worth another listen.

 

David revisits his conversation with Dr. Riley Moynes, author, speaker, and creator of the groundbreaking "The 4 Phases of Retirement."

 

If you missed it the first time around—or even if you’ve already listened—this episode is absolutely worth another spin.

 

Why hit replay?

 

Riley goes deep into the often-overlooked psychological journey of retirement, moving far beyond the financial aspects most people focus on.

 

He explores what really happens when the vacation phase fades, shares eye-opening statistics about mid-life transitions (did you know divorce rates for retirees have skyrocketed?), and offers practical strategies to find renewed purpose and meaning in life after work.

 

His four-phase model has resonated with millions, and his advice on service, legacy letters, and introspection is the kind of wisdom you'll want to share with friends and family.

 

Whether you’re approaching retirement, supporting a loved one on this path, or advising others in this stage of life, Riley’s compassionate, actionable advice is invaluable.

 

For David's book, other resources and more visit www.davidedey.com