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....

Love Travels: How To Stay Connected with Helen Ellis EP – 259

Episode Summary In this episode of The Cool Grandpa Podcast, I sit down with Helen Ellis, author and researcher specializing in distance families—families spread across cities, countries, and continents. Drawing from her personal experience and groundbreaking research, Helen shares how grandfathers can build meaningful, lasting relationships with...

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 proactive planning and smart home design can help older adults maintain...

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 sharing wisdom, stories, and what Richard calls “Grandfather’s Secrets.” Richard...

From Author to Entrepreneur: Kevin Hall’s Journey EP – 256

Episode Summary What happens when a retired programmer decides he’s not finished building? In this powerful and practical conversation, I welcome back author and marketing mentor Kevin M Hall to discuss: Reinventing yourself after retirement Building an author platform from scratch Marketing books without spending thousands Navigating AI in...

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 the emotional and relational aspects of these transitions, emphasizing the...

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 correction, and emotional presence in a distracted world—along with personal...

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 Rule' to enhance interactions. The episode highlights the significance of asking...

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 child’s life: the role of a grandfather. David Schwartz opens his book with a bold...
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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Navigating Senior Living with Jeannie Duckworth EP – 249

Navigating Senior Living with Jeannie Duckworth EP – 249

Summary: Choosing senior living for a loved one can feel overwhelming, emotional, and deeply personal. In this episode of The Cool Grandpa Podcast, I sit down with Jeannie Duckworth, co-founder of Blue Magnolia Senior Living Advisors, to unpack what families really...

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Leadership Lessons from Santa Claus EP – 248

Leadership Lessons from Santa Claus EP – 248

Show Notes: Santa Claus isn’t just a holiday icon—he’s a world-class leader. In this episode of The Cool Grandpa Podcast, I explore four powerful leadership traits modeled by Santa Claus and how grandparents, parents, and team leaders can apply them both at home and...

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Empowered Caregiving; with Renee Balcom EP – 245

Empowered Caregiving; with Renee Balcom EP – 245

In this follow-up conversation, I welcome back healthcare advocate and tech CEO Renee Balcom to discuss how grandparents and families can take control of caregiving decisions before a crisis hits. Renee shares practical insights on avoiding common caregiving mistakes,...

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Caring Grandparents Insights from Neil Taft EP – 244

Caring Grandparents Insights from Neil Taft EP – 244

“Thou shalt honor the parents of your grandchildren. That’s the most effective way to build lasting family relationships.”— Neil Taft 🧩 Episode Summary In this heartfelt and insightful episode, I reconnect with author and grandparenting expert Neil Taft to explore the...

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