The Power of Family: with Terry Willis EP – 269

Episode Summary What happens when families stop talking? In this heartfelt conversation, I welcome fellow grandfather and family advocate Terry Willis, founder of The Power of Family. Terry shares the deeply personal experience that inspired his mission to help families reconnect, communicate, and strengthen relationships across generations....

Hope for Estranged Grandfathers and Families EP – 268

Episode Summary Family estrangement is one of the most painful experiences a grandfather can face. Whether it involves an adult son, daughter, or grandchildren, the separation often leaves unanswered questions, lingering hurt, and a deep desire for reconciliation. In this solo episode, I explore why estrangement has become increasingly common,...

Popsicles, Campfires, and Lifelong Memories EP – 267

Show Notes What do grandchildren really remember about summer? It's usually not the expensive vacations. It's the popsicles melting on the porch. Fishing lines tangled in weeds. Late-night ice cream runs. Campfire stories. Helping Grandpa wash the car. Laughing over terrible jokes. Riding in the truck to the hardware store. In this heartfelt...

Revisiting Ep. 207 Documenting Our Veterans’ Stories EP -266

Show Notes: This Memorial Day weekend, we're bringing back one of the most meaningful conversations ever shared on the Cool Grandpa Podcast: my interview with veteran storyteller and oral historian Bob Abbott. Bob has spent decades preserving the stories of World War II veterans — from Marines who stormed the beaches of Iwo Jima to sailors,...

Encouraging Entrepreneurial Grandchildren EP – 265

Show Notes In this episode of The Cool Grandpa Podcast, I explore how grandfathers can help nurture entrepreneurial thinking in their grandchildren, not simply to create businesses, but to help develop resilience, creativity, initiative, leadership, and purpose. Drawing insights from conversations and teachings from Dan Miller, Dave Ramsey, and...

Honor the Mothers of Your Grandchildren EP – 264

Show Notes In this personal or solo episode of The Cool Grandpa Podcast, I reflect on the important role grandfathers play in strengthening family relationships by honoring and supporting their grandchildren's mothers. Whether they are daughters or daughters-in-law, the women raising today’s children face enormous emotional and cultural pressure....

Aging Isn’t Just Physical with Erica Sell EP – 263

Show Notes In Part 2 of this powerful conversation, I sit down again with Erica Sell to explore the emotional, relational, and real-life challenges of aging—the side most families aren’t prepared for. While Part 1 covered the logistics of home medical equipment, this episode dives deeper into what really matters:- Difficult conversations-...

Living in Crescendo with Cynthia and Kameron Haller EP – 262

SHOW NOTES: In this inspiring episode, I visit with Cynthia and Kameron Haller to explore what it truly means to live a life of purpose—especially in the later years. With 6 children and nearly 28 grandchildren, the Hallers made a bold decision: step away from family for 18 months to serve a mission in Northern Ireland. What they discovered...

Winning the Battle for Connection: With Lee Ostler EP – 261

In this powerful episode of The Cool Grandpa Podcast, I sit down with Lee Ostler of the Heart of the Fathers Foundation to explore a transformative idea: 👉 If you want your family to change, you have to change first. Lee shares deep insights into emotional connection, generational influence, and why many grandparents struggle to truly connect...

From Self-Sabotage to Self-Leadership with Mark Aylward EP – 260

Episode Summary What happens when the identity you’ve built your life around—career, family role, or personal expectations—starts to shift or even fall apart? In this powerful return conversation, I sit down with Mark to explore why so many men experience self-sabotage, confusion, and identity loss as they move through their 40s, 50s, and beyond....
Aging in Place with Erica Sell EP-258

Aging in Place with Erica Sell EP-258

🎧 Episode Overview Many grandparents want to stay in their homes as long as possible—but most families only begin planning when a medical crisis forces the issue. In Part 1 of this conversation, I sit down with Erica Sell, founder of Harmony Home Medical, about how...

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The Grandparenting Blueprint: With Richard Eyre EP – 257

The Grandparenting Blueprint: With Richard Eyre EP – 257

Summary: In this episode of The Cool Grandpa Podcast, I welcome returning guest Richard Eyre to discuss his latest book, The Grandparenting Blueprint. Together, we explore how grandparents can intentionally build meaningful relationships with their grandchildren by...

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Transitions Are the Curriculum EP – 255

Transitions Are the Curriculum EP – 255

🎙 The Magic of Transitions In this episode of The Cool Grandpa Podcast, I explore the theme of transitions in life, particularly focusing on the journey from fatherhood to grandfatherhood and the responsibilities that come with these roles. My observations delve into...

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An Understanding Heart For Grandparents EP – 254

An Understanding Heart For Grandparents EP – 254

🧭 Episode Summary In this solo episode of The Cool Grandpa Podcast, I explore insights from Dan Miller’s book An Understanding Heart and apply them to modern grandfatherhood. Greg shares three powerful themes—listening as a legacy skill, curiosity over...

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Presence Over Pressure: A Cool Grandpa Lesson EP – 253

Presence Over Pressure: A Cool Grandpa Lesson EP – 253

Summary In this episode of the Cool Grandpa Podcast, I discuss the importance of communication and listening in building meaningful connections with grandchildren. I emphasize that presence is more powerful than pressure and introduce the 'Three, Two, One Grandpa...

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The Grandpa Effect: Belief, Confidence & Legacy EP -252

The Grandpa Effect: Belief, Confidence & Legacy EP -252

What do your grandchildren believe about themselves because of you? In this solo episode of The Cool Grandpa Podcast, I draw on the timeless wisdom from Chapter One of The Magic of Thinking Big and apply it to one of the most underestimated leadership roles in a...

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Skip Gen Travel with Stefanie Shackelford EP – 251

Skip Gen Travel with Stefanie Shackelford EP – 251

Episode SummaryIn this episode of The Cool Grandpa Podcast, I sit down with Stefanie Shackelford, founder of Odyssey Travel, to explore how travel has evolved—and why experienced travel advisors matter more than ever, especially for grandparents planning meaningful...

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Raising Tomorrow with Kepler Knott – EP 250

Raising Tomorrow with Kepler Knott – EP 250

Episode Summary: In this episode of The Cool Grandpa Podcast, I sit down with author, father, and former tech entrepreneur Kepler Knott to explore what it means to raise kids in an age of rapid change. Drawing from his book Raising Tomorrow: Talks to Prepare Our Kids...

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