The Cool Grandpa Podcast
This podcast is about the relationship between Grandfathers and their Grandchildren. We focus on interesting stories to understand and grow our own relationships. This is the perfect podcast to understand how important the role of Grandfather is to the lives of the Grandchildren and Family in general.
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Stop Fixing, Start Facilitating: The Secret to Being a Great Grandpa: With Perry Solomon EP - 279
09/03/2026
Stop Fixing, Start Facilitating: The Secret to Being a Great Grandpa: With Perry Solomon EP - 279
What if one of the most important things a grandfather can do for his grandchildren is stop telling them what to do? On this episode of The Cool Grandpa Podcast, I sit down with Perry Solomon, author of , to talk about intentional grandfathering, following children's interests, building grit, and helping grandchildren become confident, independent problem solvers. Perry brings more than 20 years of grandfathering experience to the conversation. His approach is simple but powerful: be attentive, listen, provide opportunities, facilitate experiences, and let grandchildren make decisions for themselves. Rather than trying to solve every problem for our grandchildren, Perry believes grandparents can play a different and perhaps more important role: helping grandchildren learn how to solve problems themselves. Following Their Interests One of the most memorable stories Perry shares involves his granddaughter discovering a chocolate fountain when she was just three years old. Instead of dismissing it as a child's passing fascination, Perry paid attention. That small moment eventually developed into a genuine interest in chocolate. Perry encouraged her curiosity by taking her on tours of craft chocolatiers throughout the Los Angeles area. Those experiences introduced her to people who became mentors and helped her develop knowledge, confidence, and relationships. Years later, that interest took them to a chocolate convention in Amsterdam. At just 13, Perry's granddaughter took notes, talked with people from around the world, learned about cacao science and genetics, and built relationships in the chocolate industry. The lesson isn't really about chocolate. It's about noticing what lights up a child's curiosity and helping them explore it. Grandparents as Facilitators Perry describes the grandfather's role as that of a facilitator rather than a decision-maker. Instead of telling grandchildren what they should do, grandparents can: Pay attention to what interests them Offer choices Expose them to new experiences Encourage curiosity Introduce them to mentors Let them make decisions Provide support without taking over Perry believes grandparents have a unique opportunity to provide something children often don't get enough of: undivided one-on-one attention. Even something as simple as sharing a meal can create an environment for meaningful conversations. What Does Grit Really Mean? Perry draws on psychologist Angela Duckworth's work and defines grit as passion and perseverance toward long-term goals. He uses his granddaughter's commitment to Division I soccer as an example. Her dedication, discipline, and willingness to work toward a long-term goal demonstrate what grit can look like in real life. But Perry doesn't believe grandparents create grit by simply telling children to "work harder." Instead, grit develops when children discover something they care about and then experience the process of pursuing it. Let Them Struggle One of the most challenging ideas in the conversation is also one of the most important: If they aren't struggling, they aren't learning. Grandparents naturally want to help. We want to protect our grandchildren, make things easier, and keep them from experiencing disappointment. But Perry argues that grandparents should resist doing things for grandchildren they can do themselves. Rather than handing over the answer, ask questions. Rather than solving the problem, help them think through possible solutions. Rather than rescuing them immediately, give them the opportunity to struggle, learn, and eventually succeed. Mistakes aren't something we need to hide. They are opportunities to learn. The Grandpa Who Helps Them See a Bigger World Perry and his wife have grandchildren who live in a suburban community in New Jersey. They intentionally expose those grandchildren to experiences outside their normal environment. One example is taking them into Manhattan using New Jersey Transit. For some of the grandchildren, it was their first experience in New York City. One grandson stepped out of Penn Station, looked around, and simply said, "Wow." Another saw the line of taxis and asked, "Can I drive?" Those moments may seem small, but Perry believes experiences like these can have a lifelong impact. A Grandpa Day Is Relational, Not Recreational Perhaps the most important distinction Perry makes is between doing things with grandchildren and building relationships with them. A trip to Disneyland doesn't automatically create a relationship. Buying gifts doesn't create a relationship. Taking grandchildren on expensive vacations doesn't guarantee a connection. Relationships are built through authenticity, attention, listening, trust, and being present. Perry's parting advice is simple: Don't be the problem solver. Be the facilitator. Listen. Encourage. Provide options. Let grandchildren experience the world. And most importantly, resist the urge to impose your own agenda. Sometimes the best way to become a Cool Grandpa is simply to become genuinely interested in what your grandchild is already interested in. About Perry Solomon Perry Solomon is an entrepreneur and grandfather who has spent more than 20 years intentionally developing relationships with his grandchildren through shared experiences and what he calls "Grandpa Days." His book, Grandpa Day, explores how grandparents can help nurture smart, resilient, and gritty children while building meaningful relationships that can last a lifetime. Learn more at GrandpaDay.com. Links and Resources Here is a link to Perry's book, GrandpaDay: Sign up for at Grandparents Academy: You can watch this episode on YouTube using this link: . 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The Bridge to Your Grandchildren: Neil Taft on Building Family Relationships EP - 278
08/28/2026
The Bridge to Your Grandchildren: Neil Taft on Building Family Relationships EP - 278
The Bridge to Your Grandchildren: Why the Path Runs Through Their Parents What if the best way to build a stronger relationship with your grandchildren is to start with their parents? Neil Taft returns to The Cool Grandpa Podcast to talk about his new book, The Bridge to Your Grandchildren: What Their Parents Want You to Know. Neil is a longtime grandparenting author, speaker, founder of Caring Grandparents, and a returning guest on the podcast. His work focuses on helping grandparents build meaningful relationships across generations while navigating the complicated dynamics that can come with adult children, in-laws, divorce, blended families, boundaries, and even estrangement. His latest book grew out of an unexpected social media moment. During a podcast appearance, someone asked Neil about the biggest mistake grandparents make. His answer was simple: They fail to take really good care of the mother of their grandchildren. That 71-second response went viral, reaching approximately 1.9 million TikTok viewers and generating thousands of comments. Neil says the response from younger mothers made him rethink his book's focus and dig deeper into what parents of grandchildren actually want from grandparents. In this conversation, Neil and I explore what it means to become a bridge instead of a barrier in a family. In this episode, Neil and Greg discuss: Why the path to your grandchildren often runs through their parents Why grandparents need to let go of trying to control their adult children The transition from being a parent with authority to being a grandparent without it Why "leaving and cleaving" matters for adult children How resentment can accumulate in families Why curiosity is often better than criticism How to approach a son-in-law or daughter-in-law when the relationship is difficult What grandparents can do when they realize they have contributed to a strained relationship Why grandparents should never criticize a parent in front of the grandchildren How to apologize without immediately expecting forgiveness The importance of asking parents, "What are we working on now?" Why Neil believes presence is priceless His practice of giving each grandchild individual, distraction-free time His idea of "Electronic Hugs" How small, consistent actions can create lifelong relationships What grandparents can do when an estrangement occurs Why grandparents should continue to reach out without becoming manipulative When grandparents need to intervene because a child's safety is at risk Why family relationships are complicated and rarely perfect Why Neil remains hopeful about families One of the most important messages in the conversation is that grandparents cannot control what their adult children do. They can control their own approach. As Neil puts it, when a situation feels uncertain, his advice is simple: "If it feels a little iffy, don't do it. You don't need to. Ask the parents." That may sound simple, but it represents a significant shift in how many grandparents think about their role. Neil's Bio Neil Taft is a grandparenting author, speaker, TEDx presenter, founder of Caring Grandparents, and a great-great-grandfather whose work focuses on strengthening relationships between grandparents, parents, and grandchildren. Neil has spent decades exploring what it takes to build intentional, lasting connections across generations. He has written five books on grandparenting and family relationships and has published hundreds of articles on intergenerational connection. His current work centers on helping grandparents navigate boundaries, communication, estrangement, modern family dynamics, and the changing role of grandparents. His TEDx presentation, "The Bridge to Your Grandchildren," expands on the message of his latest book. Neil is also a returning guest on The Cool Grandpa Podcast. Key Takeaways 1. The relationship with the parents matters Neil's central message is that grandparents who want a strong relationship with their grandchildren need to focus on their relationship with the people raising those children. 2. You cannot compel your adult children The days of parenting a ten-year-old are over. Adult children are adults. Grandparents may have wisdom and experience, but they cannot force their adult children to accept it. 3. Curiosity beats criticism Instead of saying, "Why are you doing it that way?" try asking: "Help me understand." That simple change can transform a potentially confrontational conversation. 4. Good intentions are not enough Neil makes an important distinction between intention and impact. A grandparent can mean well and still come across as critical, judgmental, or disrespectful. 5. Never undermine the parents in front of the children Neil considers this a "never-never." If a grandparent has an issue with the parent's decision, discuss it privately. 6. Trust takes time to rebuild If a grandparent has crossed boundaries, one apology may not fix everything. Consistency matters. 7. Presence is priceless Neil's practice of spending individual, distraction-free time with each grandchild demonstrates that meaningful connection often comes through simple moments rather than elaborate experiences. 8. The small things become the big things Texts, birthday cards, showing up at an event, sitting nearby, reading together, or simply being available can become treasured memories. 9. Estrangement does not have to mean giving up Neil encourages grandparents to continue making appropriate, non-manipulative gestures of love and connection. 10. Know when the stakes change Neil makes an important distinction. Grandparents should generally respect parental authority, but situations involving abuse, addiction, or the safety of a child may require intervention and professional help. Links and Resources The Bridge to Your Grandchildren Neil's new book is titled The Bridge to Your Grandchildren: What Their Parents Want You to Know. Neil's current materials describe the book as written for both grandparents and parents, focusing on communication, boundaries, partnership, and navigating complicated family dynamics. . Caring Grandparents Neil's website provides articles and resources covering intentional grandparenting, communication, family relationships, estrangement, boundaries, long-distance grandparenting, and other challenges facing today's grandparents. Neil Taft The Cool Grandpa Podcast You can watch this episode on YouTube using this link: . Please remember to like and subscribe to the channel. đď¸ Check out Cool Grandpa gear: Buy Me a Coffee using this link:
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Grandfathers Raising Young Women: Building Confidence, Resilience & Character EP - 277
08/21/2026
Grandfathers Raising Young Women: Building Confidence, Resilience & Character EP - 277
What if one of the most important things you can give your granddaughter isn't advice, money, or even wisdom? What if it's simply becoming the person she knows she can call when life gets hard? In this episode of The Cool Grandpa Podcast, I explore the unique role grandfathers can play in helping their granddaughters become confident, capable, and resilient young women. From listening instead of fixing, to teaching practical skills, to showing her what a good man looks like, Grandpa's influence may be far greater than he realizes. And for the grandfathers who aren't simply involved in their grandchildren's lives, but are actually raising them, I have a special message: you're not alone. What does a young woman really need from her grandfather? She needs someone who shows up. Someone who listens. Someone who believes in her. Someone who challenges her to do things she doesn't think she can do. And sometimes, she needs someone who gives her a safe place to talk. In this episode, I explore how grandfathers can help their granddaughters develop confidence, resilience, competence, and a strong sense of identity. I talk about why grandparents can offer a different perspective than parents, why listening may be one of a grandfather's greatest superpowers, and why confidence often grows from competence. I also challenge grandfathers to look beyond appearance-based compliments and intentionally recognize qualities such as courage, perseverance, kindness, creativity, and problem-solving. And there's a special message for grandfathers who are actually raising their grandchildren: you stepped into an extraordinary responsibility, and you don't have to do it alone. The episode includes practical ideas, research-based resources, and organizations that can help grandfathers become more intentional in their relationships with granddaughters and grandchildren. The Big Ideas Consistency matters more than perfection. Become her safe place. Listening is a superpower. Confidence grows from competence. Compliment characterânot just appearance. Resources and Links Harvard Center on the Developing Child Harvard's research emphasizes that resilience develops in supportive relationships and that reliable adults help children manage stress and build coping skills. () Search Institute â Developmental Relationships Search Institute identifies five elements of developmental relationships: Express Care Challenge Growth Provide Support Share Power Expand Possibilities Practical actions include being dependable, listening, believing in a young person, encouraging effort, helping navigate difficult situations, empowering young people, respecting them, and creating opportunities for them to lead. () Generations United â Grandfamilies & Kinship Care A national resource for grandparents and other relatives raising children. Generations United reports that more than 2.4 million children in the United States live in grandfamilies, where grandparents, relatives, or close family friends are raising children because their parents cannot. () Grandfamilies.org One of the best practical resources for: Legal questions Custody Adoption Education Healthcare Financial assistance State-specific resources () GrandFacts â State-by-State Resources Useful for finding resources specific to your area. () Generations United â State of Grandfamilies Their report Building Resilience: Supporting Grandfamilies' Mental Health and Wellness examines both the strengths and challenges facing grandfamilies. () Resources Especially Useful for Granddaughters Girl Scouts of the USA A natural fit with the episode's emphasis on competence, leadership, outdoor skills, independence, and confidence. () Girls on the Run Programs designed to help girls develop confidence, character, caring, and connection. () Dove Self-Esteem Project Useful resources around body confidence, appearance, and self-esteemâthemes directly connected to your discussion about not making appearance the center of a girl's identity. () The Link to LT's episode that talked about being a lighthouse and not a snowplow: You can also watch this conversation on YouTube. Remember to like and subscribe to the YouTube Channel while you are watching our conversation: Buy Me a Coffee â a great way to help out the podcast; use this link:
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When the Door Is Closed, Go Through the Window: With "LT" Lu EP 276
08/14/2026
When the Door Is Closed, Go Through the Window: With "LT" Lu EP 276
Shownotes What do you do when the door is closed? Do you keep pushing against it? Walk away? Or look for another way in? For LT Lu, the answer is simple: When the door is closed, go in through the window. On this episode of The Cool Grandpa Podcast, I talk with LT Lu, author of In Through the Window: On Forging Your Own Path to Success, about resilience, overcoming obstacles, finding your own path, and helping the next generation develop the confidence to solve problems for themselves. LT's story is remarkable. Born in China in the 1960s during the Cultural Revolution, LT grew up in circumstances where higher education was largely unavailable. He became the fourth student from his village to attend college, eventually making his way to the United States and building a career as a global business leader. He later experienced another major "closed door" in his mid-50s when he lost his executive position following the acquisition of GE Appliances. Instead of simply looking for another executive job, LT saw an opportunity. He started his own company, NAVAC, which he describes as becoming an industry leader in HVAC tools. That experience became one of the real-life examples behind his philosophy: A closed door is not a closed future. Resources Learn More About LT Lu Get LT's Book is available through major booksellers. Learn More About The Cool Grandpa Podcast You can also watch this conversation on YouTube. Remember to like and subscribe to the YouTube Channel while you are watching our conversation:
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When Dad Isn't There: How Grandfathers Can Help Raise Good Men EP 274
07/24/2026
When Dad Isn't There: How Grandfathers Can Help Raise Good Men EP 274
When Dad Isn't There: How Grandfathers Can Help Raise Good Men When a father isn't actively involved in a boy's life, many grandfathers wonder what role they should play. Should they step in? How much influence is appropriate? How can they support their grandson without replacing his father or unintentionally undermining his mother? In this episode of The Cool Grandpa Podcast, I explore the unique opportunity grandfathers have to become steady, trustworthy men in the lives of boys growing up without an active father. Whether you're the father of the absent dad or the father of the child's mother, your role is different, but your influence can be profound. I share practical advice for grandfathers who live nearby and those separated by distance, emphasizing consistency, respect for parental boundaries, and modeling the kind of man every grandson deserves to know. Rather than trying to replace Dad, this episode encourages grandfathers to become another good man a young boy can trust. In this episode you'll learn: Why boys learn healthy masculinity by observing good men The difference between paternal and maternal grandfathers in these situations Why criticizing an absent father can unintentionally hurt a grandson How to support a single mother while respecting her authority Practical ways to mentor boys through everyday activities How long-distance grandfathers can remain deeply involved Why consistency matters more than grand gestures How simple moments can shape a boy's future Memorable Quote "Don't ask, 'Can I replace his dad?' Ask instead, 'How can I become another good man in his life?'" Resources Mentioned by Dr. Kerry Byrne (referenced in the episode) Big Brothers Big Sisters mentoring research: Search Institute's Developmental Relationships Framework: American Psychological Association resources on mentoring and resilience: You can watch this episode on YouTube using this link: Buy Me a Coffee â a great way to help out the podcast; use this link:
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Best Of: The Legacy We Leave Behind | with Sylvia Liu EP - 274
07/17/2026
Best Of: The Legacy We Leave Behind | with Sylvia Liu EP - 274
Show Notes Can grandparents influence our lives even if we never really knew them? Author and former environmental attorney Sylvia Liu believes the answer is yes. In this fascinating conversation, Sylvia shares the remarkable stories of her two grandfathers, both generals in Nationalist China whose lives intersected with some of the most pivotal events of the twentieth century. Although Sylvia met one grandfather only once and never met the other, their courage, sacrifice, commitment to service, and love of family profoundly shaped the generations that followed. Sylvia and I also discuss immigration, education, family traditions, children's literature, and why every family should preserve its stories before they're lost. This episode is a reminder that our greatest legacy isn't wealth or accomplishmentsâit's the values we pass from one generation to the next. What You'll Learn Why grandparents influence usâeven across generations The extraordinary history behind Sylvia Liu's family How family stories strengthen identity Why preserving your family's history matters Lessons from military service, sacrifice, and resilience The importance of education as a lasting family legacy How Sylvia transitioned from Harvard-trained environmental lawyer to award-winning children's author Why grandparents make such powerful characters in children's books Memorable Moments Two grandfathers who helped shape modern Chinese history Growing up between Chinese, Venezuelan, and American cultures Family recipes that connect four generations Why Sylvia's books often feature grandparents How history can inspire future generations About Sylvia Liu Sylvia Liu is an award-winning children's author whose books celebrate family, culture, courage, and resilience. Before becoming a full-time writer, she practiced environmental law for more than a decade, including work with the U.S. Department of Justice and Oceana. Her books include A Morning with Grandpa, Manatee's Best Friend, and several acclaimed middle-grade novels featuring strong family relationships and multicultural themes. Key Takeaways Sometimes the grandparents who influence us the most are the ones we barely knew. Legacy isn't simply what we accomplishâit's what future generations remember, repeat, and build upon. Family stories give children a stronger sense of identity. Education, service, resilience, and curiosity can become generational gifts. Every family has stories worth preserving before they're lost. Links and Resources (Fan Hanjie (č柢ĺ) (1894-1976)) Sylvia's Father's Book about her grandfather: (MANATEE'S BEST FRIEND, A MORNING WITH GRANDPA, etc.) Buy Me a Coffee - a great way to help out the podcast; use this link:
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The 3 Biggest Challenges Grandparents Face Today EP - 273
07/10/2026
The 3 Biggest Challenges Grandparents Face Today EP - 273
The 3 Biggest Challenges Grandparents Face Today (And What the Research Says) Grandparenting is one of life's greatest blessingsâbut it isn't always easy. In this episode of The Cool Grandpa Podcast, Greg Payne explores three of the biggest challenges facing grandparents today, backed by current research and years of conversations with grandparents across the country. You'll discover why family estrangement has become one of the fastest-growing emotional challenges for grandparents, why millions of grandparents are unexpectedly raising grandchildren, and how relationships with adult children can either strengthen or strain the entire family. Whether you're struggling with one of these issues or want to become a wiser, more intentional grandparent, this episode offers practical encouragement and hope. In This Episode Why family estrangement hurts so deeply The emotional toll of losing contact with grandchildren What "ambiguous loss" means for grandparents Why grandparents are raising more than 2 million children The physical, emotional, and financial realities of kinship caregiving Healthy ways to navigate relationships with adult children How to become a trusted advisor instead of an unwanted critic Three reflection questions every grandparent should ask Links Here is the link to the conversation that I had with Jamarl D. Clark and Mr. Robert Brown from Generations United: You can watch this episode on YouTube at . Please remember to like and subscribe to the channel. đ Visit the website: đď¸ Check out Cool Grandpa gear: Buy Me a Coffee by using this link:
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America's First Grandfathers EP - 272
07/03/2026
America's First Grandfathers EP - 272
Show Notes: As a six-year-old boy in Louisville, Kentucky, I celebrated America's Bicentennial in 1976 with parades, flags, and neighborhood celebrations. Fifty years later, that little boy is now a grandfather himself, reflecting on what it means to leave a lasting legacy. In this special Independence Day episode, we look at a side of America's Founding Fathers that rarely makes it into the history books: their roles as grandfathers, mentors, and family men. What can Thomas Jefferson teach us about being present with our grandchildren? What does George Washington show us about family by choice? How did John and Abigail Adams build a multi-generational legacy? And why are Benjamin Franklin's stories still remembered centuries later? Join me as we explore the timeless lessons these remarkable men can teach today's grandfathers. In This Episode: My memories of America's Bicentennial in 1976 Celebrating the nation's 250th birthday Thomas Jefferson and the gift of mentorship George Washington and family beyond biology John Adams and passing down values Benjamin Franklin and the importance of family stories Why ordinary moments become extraordinary memories The challenge every grandfather faces: What stories are we helping our grandchildren create? Links and Resources: You can watch this episode on YouTube using this link: . Please remember to like and subscribe to the channel. đď¸ Check out Cool Grandpa gear: Buy Me a Coffee by using this link:
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The Biggest Aging Myths with Eileen Kopsaftis EP - 271
06/25/2026
The Biggest Aging Myths with Eileen Kopsaftis EP - 271
What if most of what we've been told about aging is simply wrong? In this episode of The Cool Grandpa Podcast, I sit down with wellness expert, physical therapist, educator, and author Eileen Kopsaftis to discuss why decline is not an inevitable part of aging. Drawing on decades of experience helping people improve mobility, reduce pain, and restore function, Eileen shares practical strategies that grandparents can use to stay active, independent, and fully engaged with their families. From nutrition and hydration to movement, mindset, and community, this conversation challenges the conventional narrative that aging automatically leads to weakness, pain, and loss of independence. Whether your goal is to get down on the floor to play with your grandchildren, enjoy outdoor adventures, or maintain your quality of life, Eileen offers hope, inspiration, and actionable advice. Many grandparents assume that aches, pains, loss of mobility, and declining energy are simply part of getting older. According to Eileen Kopsaftis, that's one of the biggest myths in modern society. In this conversation, Eileen explains why aging itself is not the culprit behind many of the challenges we associate with growing older. Instead, she argues that inactivity, poor nutrition, inadequate hydration, and limiting beliefs often play a much larger role. We explore: Why do many people mistakenly accept decline as inevitable How movementânot ageâdetermines mobility The importance of getting on the floor and maintaining functional strength Why hydration is critical for muscle performance and energy The role nutrition plays in reducing inflammation and joint pain Common exercise mistakes that can lead to injury Why authentic movement matters more than isolated gym exercises The power of mindset in shaping the aging process How community and relationships contribute to lifelong wellbeing Inspiring examples of active adults in their 80s, 90s, and beyond Eileen also shares practical resources, including her free movement assessment and wellness tools designed to help people identify mobility limitations before they become major problems. For grandparents who want to remain active, independent, and engaged with their families, this episode offers both encouragement and a roadmap. Key Takeaways 1. Aging Does Not Automatically Equal Decline Many losses commonly attributed to aging are actually related to inactivity and lifestyle choices. 2. Movement Is Medicine Your body adapts to what you ask it to do. If you stop moving in certain ways, those abilities fadeâbut can often be restored. 3. Nutrition Fuels Energy Whole foods, proper hydration, and healthy eating habits play a major role in energy levels, inflammation, and overall health. 4. Mindset Matters Believing that decline is inevitable often becomes a self-fulfilling prophecy. 5. Community Supports Longevity Strong social connections, family relationships, and supportive communities contribute significantly to healthy aging. 6. Consistency Beats Intensity Small daily habits practiced consistently produce better results than occasional bursts of activity. Links and Resources Mentioned Website: Movement Assessment: YouTube Channel: You can watch this episode on YouTube using this link: . Please remember to like and subscribe to the channel. đ Visit the website: đď¸ Check out Cool Grandpa gear: Buy Me a Coffee by using this link: Experts Mentioned Dr. Caldwell Esselstyn Dr. Neal Barnard Dr. John McDougall T. Colin Campbell Moshe Feldenkrais Ida Rolf Recommended Reading The China Study by T. Colin Campbell Whole by T. Colin Campbell Aging Culprits by Eileen Kopsaftis
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The Hidden Power of Encouraging Dads - EP 270
06/19/2026
The Hidden Power of Encouraging Dads - EP 270
Show Notes As grandfathers, we often focus on our grandchildren, and rightly so. But one of the most effective ways to positively influence our grandchildren may be to encourage the fathers raising them. In this Father's Day episode, I discuss the unique role grandfathers can play in supporting sons and sons-in-law as they navigate modern fatherhood. Drawing from personal experience and observations, I explore the challenges fathers face today, the importance of encouragement, and how grandfathers can offer wisdom without becoming controlling. You'll learn practical ways to strengthen family relationships, support healthy marriages, and become a positive influence across generations. In This Episode Why modern fatherhood can feel overwhelming Remembering our own early experiences as fathers The power of simple encouragement Wisdom versus control Supporting sons-in-law as valued family members Practical ways to help fathers thrive Breaking unhealthy generational patterns Creating a positive family legacy Key Takeaway One of the greatest gifts a grandfather can give his grandchildren is helping their father succeed. Links and Resources You can watch this episode on YouTube using this link: Please remember to like and subscribe to the channel. đ Visit the website: đď¸ Check out Cool Grandpa gear: Buy Me a Coffee by using this link:
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The Power of Family: with Terry Willis EP - 269
06/12/2026
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. Together, we explore the challenges facing modern families, including estrangement, generational differences, social media's impact on relationships, and the growing need for meaningful conversations between parents, grandparents, and grandchildren. Terry explains why "Start the Conversation" has become the guiding principle of The Power of Family and offers practical wisdom for grandparents who want to strengthen family bonds, rebuild connections, and leave a lasting legacy. If you've ever worried about growing distance within your familyâor wondered how grandfathers can help bring people togetherâthis episode offers encouragement, insight, and hope. In This Episode The conversation explores: Terry's journey into grandfatherhood The special role grandparents play in family life The moment Terry realized a larger family issue needed attention How social media can sometimes deepen family divisions The growing challenge of family estrangement Why younger and older generations often struggle to understand each other The importance of invitation versus expectation in family relationships How grandparents can strengthen family bonds without becoming overbearing The mission and vision behind The Power of Family Practical first steps for reconnecting with adult children and grandchildren Throughout the conversation, Terry returns to a simple but powerful message: Start the conversation. Because strong families aren't built through assumptions, they're built through communication. Key Takeaways 1. Strong families require intentional communication. Relationships rarely improve through silence. 2. Grandparents can be guides, not controllers. Support and invitation often create stronger bonds than direction and correction. 3. Family challenges are more common than many realize. Many families quietly struggle with distance, misunderstanding, and estrangement. 4. Generational differences don't have to create division. Understanding and listening can bridge the gap. 5. Legacy begins with connection. Healthy family relationships are built one conversation at a time. Links and Resources: The Power of Family: You can watch this episode on YouTube by using this link: Grand Magazine article on : Buy Me a Coffee by using this link: Cool Grandpa merchandise store:
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Hope for Estranged Grandfathers and Families EP - 268
06/05/2026
Hope for Estranged Grandfathers and Families EP - 268
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, why fathers are often disproportionately affected, and what grandfathers can do to rebuild trust and connection. Using the story of John Adams and Thomas Jefferson as a historical example, I share how two of America's most influential founders experienced years of silence and disagreement before reconnecting later in life through a series of letters and renewed friendship. This episode is not about blame. It's about hope. It's about understanding. And it's about becoming the grandfather your family needs today. Topics Discussed Family Estrangement and Grandfatherhood Why estrangement affects millions of families Research suggests that roughly one in four adults experiences family estrangement Why fathers are more commonly estranged than mothers The hidden grief many grandfathers carry Common Barriers to Reconciliation Pride and wounded feelings Miscommunication and misunderstanding Emotional distance Generational differences Waiting for the other person to make the first move The Power of Curiosity Moving from "Who was right?" to "What can I learn?" Understanding versus agreement Listening without immediately defending yourself Creating emotional safety The Adams and Jefferson Story Friendship during the American Revolution Political rivalry and separation More than a decade without communication Reconnection through letters beginning in 1812 Exchanging over 150 letters during their final years Their remarkable deaths on July 4, 1826 Building a Lasting Legacy How grandchildren observe conflict and reconciliation Modeling humility and forgiveness Leaving behind a story of healing rather than resentment Becoming a more intentional grandfather in the second half of life Reflection Questions After listening, consider: Is there a relationship in my life that deserves another attempt? What assumptions might I be making about the other person's perspective? Have I been waiting for someone else to take the first step? What would understanding look like in this situation? What story do I want my grandchildren to hear about how I handled conflict? Resources Mentioned Research on family estrangement by sociologist Karl Pillemer The friendship and correspondence of John Adams and Thomas Jefferson Previous Cool Grandpa Podcast episodes on family relationships, boundaries, and grandfatherhood Links Visit: You can watch this episode of YouTube using this link: . Don't forget to like and subscribe to the YouTube Channel. Closing Thought The strongest families are not necessarily the ones that avoid conflict. They are often the ones who find the courage to heal after it.
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Popsicles, Campfires, and Lifelong Memories EP - 267
05/29/2026
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, and riding in the truck to the hardware store. In this heartfelt episode of The Cool Grandpa Podcast, I reflect on how ordinary summer moments can create extraordinary emotional bonds between grandfathers and grandchildren. Drawing from my own childhood memories, conversations with other grandfathers, and lessons learned from podcast guests, I explore how shared tasks, traditions, storytelling, listening, and intentional presence help grandchildren feel safe, valued, and connected. This episode also dives into how strong grandfather relationships can become emotional anchors during difficult seasons such as divorce, moving, anxiety, bullying, blended families, and the awkward middle-school years. Most importantly, grandchildren rarely remember perfection â but they always remember presence. Notable Stories and Moments From the Episode My Childhood Summers I reflect on summers spent with my grandparents in Oregon and Idaho â including irrigation pipes, fishing trips, ski boats, camping, and learning family stories while riding postal routes and working on the farm. The Garage Conversation I share a story from another grandfather whose teenage grandson unexpectedly opened up about his parents' divorce while untangling extension cords in the garage. Bob Abbott's Wisdom I remember advice from podcast guest Bob Abbott: âIâm here to listen, not to ask.â I connect this insight from interviewing WWII veterans to the way grandchildren open up emotionally when they feel safe and unpressured. The Breakfast Crew A grandfather and his granddaughters created a summer tradition called "The Breakfast Crew," cooking breakfast together every morning. The messy pancakes were never the point â the conversations were. The Bad Joke Jar One family built a summer tradition around terrible dad jokes. Every grandchild submitted jokes into a jar, and the winner picked the week's ice cream flavor. Grandpa's Farm Rhythms I remember the predictable rhythm of his grandfather's farm lifeâearly mornings, feeding cattle, turning on the irrigation, and trips into townâand how those routines created a sense of security and belonging. The Photo Safari A grandfather used smartphones creatively by taking grandchildren on "photo safaris" to capture weird signs, insects, buildings, and local landmarks before creating shared photo scrapbooks together. Links Grand Magazine article on : The Cool Grandpa : You can watch this episode on YouTube: Buy Me a Coffee by using this link:
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Revisiting Ep. 207 Documenting Our Veteransâ Stories EP -266
05/22/2026
Revisiting Ep. 207 Documenting Our Veteransâ 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 â from Marines who stormed the beaches of Iwo Jima to sailors, sharpshooters, nurses, and everyday Americans who quietly carried the burden of war long after returning home. His mission has never been about fame or recognition. It has been about remembrance. In this heartfelt "Best Of" episode, Bob shares: Why he began recording veterans' oral histories The emotional weight many veterans carried for decades How one simple question unlocked extraordinary stories Powerful reflections on PTSD, survivor's guilt, and sacrifice The unforgettable story of a UDT diver reunited with his fins before passing away Why preserving family stories matters now more than ever One of the biggest takeaways from this conversation is that every veteran believed their story was "nothing special." Yet together, those stories shaped the freedoms we enjoy today. Bob reminds us: âEvery day is Memorial Day and every day is Veterans Day.â As grandparents, fathers, mothers, and family historians, we have an opportunity â and maybe even a responsibility â to preserve the stories of those who came before us before those voices are gone forever. Episode Highlights Memorable Moments From This Episode Bob's childhood memory of hearing "The war is over!" Why did many veterans avoid talking about combat The emotional impact of Saving Private Ryan on WWII veterans The connection between oral history and healing A heartbreaking father-son reconciliation discovered through an interview transcript The story of Marine sharpshooter "Joe." The incredible life and legacy of UDT diver Ray Hyman Why ordinary people are often the true heroes Key Takeaways Every family has stories worth preserving. Veterans often carry invisible wounds for life. Oral histories can create healing across generations. Listening is more important than questioning. Memorial Day is about remembrance, not just celebration. Small acts of kindness can leave lifelong legacies. Listener Challenge This week, ask a family member one meaningful question: âWhatâs a story from your life you never want forgotten?â Then listen. Record it. Write it down. Preserve it. Future generations will thank you. Links You can learn more about the original episode here: You can listen to this episode on YouTube by using this link: Check out my latest article in GRAND Magazine using this link:
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Encouraging Entrepreneurial Grandchildren EP - 265
05/15/2026
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 David Senra's Founders podcast, Greg discusses how entrepreneurship is often "caught before it's taught." Children absorb confidence, creativity, and a willingness to take risks from the adults around them, especially trusted grandparents. My thoughts on how grandfathers can: Encourage grandchildren to experiment and take healthy risks Create emotionally safe places for kids to share ideas Help grandchildren learn from failure instead of fearing it Support small entrepreneurial projects and creative ventures Teach integrity, stewardship, and servant leadership Model lifelong curiosity and learning The episode also includes stories about Michael Dell, lessons from Dave Ramsey's bankruptcy experience, insights from volunteering at the DECA National Conference, and practical ways grandparents can encourage grandchildren who may not fit traditional molds. Ultimately, this episode is about legacy. Not simply leaving something behind for grandchildren, but leaving something within them. Key Topics Entrepreneurship as a mindset, not just business ownership Why grandfathers are uniquely positioned to encourage builders and creators Helping grandchildren navigate risk and failure The importance of curiosity and experimentation Supporting kids who think differently Character-driven entrepreneurship Stewardship vs. status Lifelong learning and creativity Encouraging confidence in entrepreneurial grandchildren Mentioned You can watch this episode on YouTube by using this link: . Dan Miller â : Dave Ramsey â : David Senra â : Michael Dell - Grand Magazine article on :
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Honor the Mothers of Your Grandchildren EP - 264
05/08/2026
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. I share practical wisdom for grandfathers who want to become trusted, encouraging, and stabilizing influences within their families rather than sources of tension or criticism. This episode explores how emotional legacy, humility, respect, and encouragement can shape healthier multigenerational relationships for years to come. In This Episode Why modern motherhood is more emotionally demanding than many realize How grandfathers influence family culture The difference between wisdom and criticism Encouragement as emotional leadership Respecting parenting boundaries Supporting daughters-in-law with humility and trust Creating emotional safety within families What grandchildren learn from watching adult relationships Practical ways to strengthen family bonds Key Takeaways Grandchildren are always learning from the way adults treat one another. Encouragement builds stronger relationships than criticism. Emotional steadiness is one of the greatest gifts a grandfather can offer. Healthy grandfathering requires humility, trust, and respect. Supporting mothers ultimately strengthens the entire family. Links Check out my article about GenX grandfathers at GRAND Magazine: Buy Me a Coffee by using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube by using this link: Check out the conversations that I had with Neil Taft about being a Good Seer, Good Sayer:
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Aging Isnât Just Physical with Erica Sell EP - 263
05/01/2026
Aging Isnât 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 agingâthe side most families arenât prepared for. While Part 1 covered the logistics of home medical equipment, this episode dives deeper into what really matters: - Difficult conversations - Resistance from aging parents - Family dynamics - Planning before a crisis hits Erica shares firsthand stories from families navigating aging in place, including the common struggles with âstubborn parents,â delayed decisions, and the emotional weight of change. She also offers practical insights on how to approach these moments with empathyâand strategy. Youâll learn: Why third-party voices (doctors, advisors) often break through resistance The most common regret families have: âWe wish we had done this sooner.â How small home modifications can prevent major life disruptions The importance of early planning, communication, and documentation What âaging wellâ actually looks like beyond physical health The conversation also explores emerging trendsâfrom AI-powered mobility devices to new roles like care managers and end-of-life doulasâhighlighting how rapidly this space is evolving. Ultimately, this episode is about one thing: Creating a plan that honors dignity, independence, and family relationshipsâbefore itâs too late. Key Takeaways Aging challenges are emotional first, logistical second Resistance is normalâstrategy and timing matter Early planning prevents crisis decisions Accessibility can be both functional and beautiful Communication is the foundation of aging well Support systems donât have to be familyâbut they must exist The future of aging includes technology + human care Links Here is the link to the first conversation that I had with Erica: Use this link to learn more about Erica and : Buy Me a Coffee by using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube by using this link: Here is the link to the conversation I had with Stephen Gomes about Flex Mortgages: Check out my article about GenX grandfathers at GRAND Magazine:
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Living in Crescendo with Cynthia and Kameron Haller EP - 262
04/26/2026
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 purposeâespecially 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 wasnât just about service; it was about rediscovering identity, expanding influence, and living with intention. What Youâll Hear in This Episode: The Decision to Serve Why did they choose to leave family behind to serve The role of faith, purpose, and legacy in that decision How âliving in crescendoâ shaped their mindset What Is âLiving in Crescendoâ? The idea that your most important work is always ahead of you The contrast between crescendo vs. diminuendo living Why purpose, and not retirement, is the key to fulfillment Service in Action Supporting local communities and young missionaries Building relationships across cultures (including a Filipino community in Ireland) Helping integrate a Romanian couple into a new life Unexpected Impact Starting a pickleball movement in Northern Ireland Volunteering in charity shops alongside other faith communities Creating meaningful connections beyond religion Influence on Family How their example inspired a granddaughter to serve Strengthening relationships through intentional communication The power of showing vs. telling Simple Ways to Serve Why small acts matter more than you think Stories of impact, from knitting slippers to donating a single can of soup How to match your strengths with real needs KEY TAKEAWAYS Your purpose doesnât end when your career does Service is one of the fastest ways to find joy and meaning Influence grows when you step outside your comfort zone Grandchildren learn more from what you do than what you say Small, consistent acts of kindness create lasting impact ACTION ITEMS FOR LISTENERS Identify one cause you care about and take a small step this week Ask yourself: Am I living in crescendo or diminuendo? Reach out to a local organization and ask about their needs Start a simple act of service (weekly giving, mentoring, helping a neighbor) Share your values through action, not just words Links You can use this link to listen to my first conversation with Cynthia about the book she wrote with her father, Steven Covey: Here is the link for you to purchase your own copy of one of the best books written about living a larger life, : Be sure to check out my new article for by using this link: Cool Grandpa Bookstore: Buy Me a Coffee:
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Winning the Battle for Connection: With Lee Ostler EP - 261
04/17/2026
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: đ 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 with their grandchildrenânot because they donât care, but because theyâve never been shown how. Together, they unpack: Why emotional regulation is the foundation of strong family relationships The danger of âstealing the futureâ by removing consequences How shame and control quietly damage connection The difference between feelings and identityâand why it matters What it really means to âwin the battle for the heart.â Lee also introduces the philosophy behind the Heart of the Fathers Foundation and their mission to help families build deeper, more meaningful connections across generations. This episode challenges traditional thinking and invites grandfathers to step into a more intentional, emotionally present roleâone that leaves a lasting legacy far beyond activities and advice. đĽ Key Takeaways Connection beats control every time Grandparents must model emotional growthânot just expect it Feelings are not the problemâshame is You canât demand connectionâyou build it through presence Your legacy is not what you didâitâs how you made them feel đŻ Action Items for Listeners Reflect on one area where you can listen more and control less Practice accepting feelings without correcting them Reach out to a grandchild with a simple, intentional gesture (note, text, call) Model vulnerabilityâapologize where needed Ask: âWhat can I learn from them?â đ Links Mentioned in the Episode đ Websites Heart of the Fathers Foundation đ Grand Connect đ Listen to my first conversation with Lee đ đ§ Contact Lee Ostler đ đ Additional Websites and Resources You can watch this conversation on YouTube by using this link: I have created a Reflection and Connection workbook just for YOU. Use this link to download your free resource: Be sure to check out my new article for GRAND Magazine by using this link:
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From Self-Sabotage to Self-Leadership with Mark Aylward EP 260
04/10/2026
From Self-Sabotage to Self-Leadership with Mark Aylward EP 260
Episode Summary What happens when the identity youâve built your life aroundâcareer, family role, or personal expectationsâstarts 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. Together, we unpack the emotional, cultural, and psychological forces shaping modern masculinityâand why todayâs men often feel unprepared for this stage of life. Mark shares deeply personal experiences, including moments of loss, transition, and even a panic attack at 60, while offering a practical and actionable framework for rebuilding purpose and direction. This episode is an honest, thought-provoking look at what it really means to grow older as a manâand how to do it with intention, clarity, and strength. Key Themes & Takeaways 1. The Hidden Reality of Male Self-Sabotage Many men unknowingly create âunforced errorsâ during life transitions Internal pressure + unclear identity = destructive patterns The struggle is often invisible from the outside 2. The Identity Crisis No One Prepared Men For Cultural shifts redefined rolesâbut didnât guide men through the change Many men tied their identity to their career, and feel lost without it Aging forces a confrontation with mortality and relevance 3. Why Men Struggle with Vulnerability Fear that openness will be used against them Cultural expectations to âfix, solve, and stay strong.â The surprising reality: vulnerability often builds connection, not weakness 4. The Power of Internal Work Real growth comes from: Reflection Self-awareness Consistent habits Mental and emotional fitness require daily practice, just like physical health 5. Relationships Are the Foundation of a Meaningful Life Deep, authentic relationships are the #1 predictor of happiness Many men struggle to maintain or rebuild close friendships over time Brotherhood and honest conversations are essential Markâs Framework for Personal Transformation: R.E.A.L. Mark introduces a practical system for navigating major life transitions: R â Reflect Examine your life, values, and how your actions align (or donât) E â Evaluate Assess whatâs working, what isnât, and where change is needed A â Activate Take intentional, consistent action toward improvement L â Lead Lead yourself firstâthen lead others through example and service Resources & Links Website: LinkedIn: Podcast: Upcoming Book, Keep your eye out for this: Focused on helping men rebuild identity and purpose after life disruptions Check out the first conversation that I had with Mark using this link: Cool Grandpa Bookstore: Buy Me a Coffee: Watch the episode on YouTube:
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Love Travels: How To Stay Connected with Helen Ellis EP - 259
03/27/2026
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 familiesâfamilies spread across cities, countries, and continents. Drawing from her personal experience and groundbreaking research, Helen shares how grandfathers can build meaningful, lasting relationships with their grandchildrenâeven when separated by thousands of miles and multiple time zones. From practical strategies to emotional truths, this conversation explores how intentionality, empathy, and consistency can transform distance into deeper connection. Key Takeaways Distance doesnât weaken relationshipsâlack of intentionality does Grandfathers play a powerful (often unseen) emotional role in family connections Small, consistent efforts matter more than grand gestures Adult children are the âgatekeepersâ of connection in distance families Grandchildren often carry deep, lifelong memories of their grandparentsâwhether expressed or not Technology is a tool, but presence and effort are what truly matter Families with added challenges (ADHD, disabilities, etc.) require empathy, not assumptions Topics Covered What defines a âdistance familyâ The different types of distance grandparenting situations The role of grandfathers vs. grandmothers Emotional realities of long-distance relationships Insights from adult grandchildren âSquirreled away love depositoriesâ (lasting memories) Supporting grandchildren with additional needs from afar The importance of empathy across generations Building a legacy despite physical distance Resources & Links Helen Ellisâs work on Distance Families: Her book series: Being a Distance Grandparent: Being a Distance Son or Daughter: Being a Distance Grandchild: Follow Helen by using this link: Support the show: Cool Grandpa Bookstore: Buy Me a Coffee: Watch the episode on YouTube:
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Aging in Place with Erica Sell EP-258
03/20/2026
Aging in Place with Erica Sell EP-258
Episode Overview Many grandparents want to stay in their homes as long as possibleâbut 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 , about how proactive planning and smart home design can help older adults maintain independence and dignity. Erica shares how growing up around the medical equipment industryâand a family emergencyâled her to create a different approach: helping families understand all their options rather than limiting them to what insurance covers. This episode explores the world of aging-in-place design, innovative mobility equipment, and practical solutions families can implement today. Key Topics Discussed Why Families Often Plan Too Late Most aging-in-place decisions happen during crisis situations Why proactive planning starting in your 50s can prevent major problems The importance of universal design in home remodeling The Most Common Home Safety Risks Why the bathroom is the #1 location for falls Simple solutions that improve safety without major renovations Products that bridge the gap between independence and full remodeling How Insurance Limits Equipment Choices Medicare reimbursement cuts over the past 15+ years Why many helpful products arenât covered The importance of empowering families to understand all available options Innovations in Mobility and Home Equipment Lightweight power chairs dropping from 99 pounds to 26 pounds Hospital beds that look like furniture Technology is improving comfort and accessibility A Real Story of Independence How the right lift allowed an elderly couple to continue caring for each other at home Why equipment education can dramatically improve the quality of life Actionable Takeaways for Listeners â Start thinking about accessibility earlier than you think you need to â Consider universal design when remodeling your home â Focus on the key mobility zones: Bedroom Bathroom Entryways Favorite chair areas â Work with professionals rather than guessing when buying medical equipment â Explore equipment options beyond what insurance provides Links and Resources Use this link to learn more about Erica and : Buy Me a Coffee by using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube by using this link:
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The Grandparenting Blueprint: With Richard Eyre EP - 257
03/13/2026
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 âGrandfatherâs Secrets.â Richard explains how shifting from lectures and advice to storytelling and interactive conversations opened the door to deeper engagement with his own grandchildren. Even more uniqueâ23 of his grandkids helped write the book, contributing their own reflections and experiences. Greg and Richard also discuss: Why grandparenting is a completely different role from parenting The importance of developing your own âlife lessonsâ to pass down How storytelling and case studies help children internalize values Why age 8 is often the right time to begin deeper conversations The surprising power of memorization, discussion, and family dialogue How grandparents can be champions and encouragers rather than disciplinarians If you want to be more intentional about the legacy you leave for your grandchildren, this conversation will give you practical tools and inspiration to get started. Key Takeaways from the Episode 1ď¸âŁ Grandparenting is a different role than parenting While parenting is tactical and focused on day-to-day responsibilities, grandparenting allows you to step back and focus on encouragement, perspective, and wisdom. 2ď¸âŁ Your âlife lessonsâ may be the most valuable gift you give Richard challenges grandparents to identify 10 key life lessons they want their grandchildren to remember and pass down as part of their legacy. 3ď¸âŁ Stories work better than lectures Kids respond better when lessons come through stories, discussions, and real experiences rather than formal advice or lectures. 4ď¸âŁ Grandkids helped write the book Richard invited 23 of his grandchildren to contribute their own stories and reflections, creating a truly multi-generational book. 5ď¸âŁ Grandparents can be the familyâs greatest encouragers Unlike parents who must discipline and manage daily life, grandparents have the freedom to be champions, cheerleaders, and supporters. Links and Resources: Here is the link to directly order your copy of : Be sure to use code: EYREFRIEND Here is the link to Richard and Linda's website, Values Parenting: Buy Me a Coffee by using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube by using this link:
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From Author to Entrepreneur: Kevin Hall's Journey EP - 256
03/06/2026
From Author to Entrepreneur: Kevin Hall's Journey EP - 256
Episode Summary What happens when a retired programmer decides heâs 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 publishing The courage to ask (because when you donât ask, the answer is always no) And what 50 years of marriage can teach us about grace and love Kevin shares real-world strategies from his upcoming book Book Marketing on a Budget and gives listeners a heartfelt preview of his newest project, Grace and Love: A Marriage Outtakes, Family Bloopers and 50 Years of Heartwarming Moments. This episode is part practical masterclass, part legacy conversation, and fully aligned with what The Cool Grandpa Podcast is all about â building something meaningful in the second half of life. đĄ Key Takeaways Retirement is not the end; itâs an opportunity to reinvent. Marketing is storytelling, not bragging. You donât need thousands of dollars to build book sales. Community beats âmasterclassesâ every time. AI is reshaping publishing, but organic growth still wins. Legacy writing gives your grandchildren something permanent. When you donât ask, the answer is always no. đŻ Action Items for Listeners If youâre writing, join one free author community this week. Add your book (or your âfuture bookâ) to your email signature. Reach out to one podcast or alumni group and ask to share your story. Start writing one legacy story for your grandchildren. Remember: Youâre not selling â youâre serving. đ˘ Call to Action If this episode encouraged you: Subscribe to The Cool Grandpa Podcast Share this episode with someone writing their first book Leave a review â it helps grow the Cool Grandpa community Visit Kevin at to connect and learn more Links and Resources Use this link to listen to Kevin's and mine's first conversation: Check out Kevin's website using this link: Here is the link for : Author Talk Podcast on YouTube: Here are the links to Author Nation: and Dale Roberts: Buy Me a Coffee using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube using this link:
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Transitions Are the Curriculum EP - 255
02/27/2026
Transitions Are the Curriculum EP - 255
đ 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 importance of embracing new identities and the role of mentorship in guiding younger generations. T In this reflective solo episode, I also explore the truth every man eventually faces: Transitions are inevitable. From boy to man. From son to father. From father to grandfather. From ambition to legacy. Each stage requires us to let go of one identity and step courageously into another. In this conversation, we unpack: Why transitions feel uncomfortable (even when theyâre good) How adopting two young boys reshaped fatherhood and identity Why grandfatherhood is an elevationânot a downgrade How career shifts mirror personal identity shifts The hidden gift inside every life transition Why resisting change creates more suffering than the change itself This episode is about becoming, not clinging. đ§ Key Themes 1ď¸âŁ Becoming a Man Is Not Automatic Manhood is not an age. Itâs a responsibility. And many men are still navigating unfinished transitions from boyhood. 2ď¸âŁ Fatherhood Changes Your Center of Gravity When you adopt a child, biology is replaced by choice. Choosing fatherhood is one of the most powerful transitions a man can experience. It shifts ambition into stewardship. It rewires purpose into protection. 3ď¸âŁ Grandfatherhood Is a Strategic Role You are no longer building your rĂŠsumĂŠ. You are building your legacy. Presence becomes more powerful than performance. 4ď¸âŁ Career Transitions Mirror Identity Transitions Student â Professional â Leader â Mentor â Elder. Every career shift forces the same question: Who am I now? 5ď¸âŁ The Mindset Shift Transitions = Loss + Opportunity. What we lose: Familiarity Status Certainty What we gain: Depth Wisdom Legacy Freedom Transitions are not interruptions. They are the curriculum. đŻ ACTION ITEMS FOR YOU 1ď¸âŁ Reflect Identify three major transitions in your life. What did each require you to release? What did each give you in return? 2ď¸âŁ Initiate Have one conversation this week: With your son about becoming a man. With your adult child about fatherhood. With your grandchild, about a story from your past.
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An Understanding Heart For Grandparents EP - 254
02/20/2026
An Understanding Heart For Grandparents EP - 254
đ§ Episode Summary In this solo episode of The Cool Grandpa Podcast, I explore insights from Dan Millerâs book and apply them to modern grandfatherhood. Greg shares three powerful themesâlistening as a legacy skill, curiosity over correction, and emotional presence in a distracted worldâalong with personal stories and practical steps grandfathers can use today to deepen relationships with their grandchildren. đ Listening as a Legacy Skill Listening isnât passiveâitâs an active gift that teaches empathy and builds lifelong connections. I reflect on the adults in my childhood who truly listened and how that shaped me to have an understanding heart. đ Curiosity Over Correction Curiosity builds bridges; correction builds walls. I encourage grandfathers to ask reflective questions instead of jumping in with advice, especially with young children and teens. Show them that YOU offer them an understanding heart. đ§ Emotional Presence in a Distracted World Phones, schedules, and multitasking compete for attentionâbut presence is what grandchildren crave. I share stories of grandparents who modeled full presence and a powerful personal memory of a long road trip with my grandfather, who truly had an understanding heart. đ ď¸ Practical Steps for Cool Grandpas Follow the 2:1 ruleâlisten twice as much as you speak Ask one curious question in every conversation Pause before giving advice and ask if advice is wanted Mirror emotions: âThat sounds excitingâ or âThat sounds hard.â Schedule intentional one-on-one time with each grandchild đĄ Reflection Question What does your grandchild need from you right nowâadvice or understanding? đ A Call to Action: đ´ For Grandfathers Practice listening without interrupting this week. Notice what you learn about your grandchildrenâs inner world. đ¨âđ§ For Fathers Ask one curious question today that youâve never asked beforeâand observe how your child responds. đ Resources Mentioned An Understanding Heart by Dan Miller, use this link to order this treasured book: Here is the link to that amazing episode I had with my mentor, Dan Miller: Buy Me a Coffee by using this link: Cool Grandpa merchandise store: You can watch this fun conversation on YouTube by using this link:
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Presence Over Pressure: A Cool Grandpa Lesson EP - 253
02/13/2026
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 emphasizes that presence is more powerful than pressure and introduces the 'Three, Two, One Grandpa Rule' to enhance interactions. The episode highlights the significance of asking questions, reflecting on conversations, and creating a safe space for grandchildren to express themselves. Key Takeaways đ§Š1. Presence Beats Pressure Just being calm and physically present can create a sense of safety and trust for grandchildrenâeven more than advice or solutions. đŁď¸ 2. Advice Shuts DoorsâQuestions Open Them Open-ended questions spark curiosity and connection, triggering dopamine and encouraging deeper conversation. â¸ď¸ 3. Silence Is Leadership Pausing before responding gives emotions time to breathe and shows grandchildren they matter. đ˘ 4. The Cool Grandpa 3-2-1 Rule 3 seconds of pause â 2 reflections â 1 question This simple rhythm builds trust, encourages honesty, and avoids lecturing. â¤ď¸ 5. Kids Remember How Safe They Felt Your grandchildren won't remember every wordâbut they will remember the emotional safety you created. The Cool Grandpa Challenge This week: Pause for 3 seconds Reflect twice Ask one open-ended question Then notice what changes in your conversations. Free Resource and Links Download the Cool Grandpa 3-2-1 Reflection Worksheet to practice this method with your grandchildren and family. Here is the link to Codie Sanchez's podcast that I referenced: . The title of her episode is "" You can watch this fun conversation on YouTube by using this link: I would appreciate it if you could support the show. You can support the show through "Buy me a Coffee" by donating a few dollars () Here is a link to my webstore:
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The Grandpa Effect: Belief, Confidence & Legacy EP -252
02/06/2026
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 childâs life: the role of a grandfather. David Schwartz opens his book with a bold claimâsuccess begins with belief. Not intelligence. Not talent. Belief. And when you view that idea through the lens of grandfatherhood, it raises an important question: What beliefs are our grandchildren borrowing from usâintentionally or unintentionally? Using relatable stories (including toddlers, cookies, and baby gates), classroom experience, and real-life grandparent moments, I explore how belief is formed long before evidence appearsâand why grandparents are often the safest, most influential voices in shaping a childâs self-image. In this episode, youâll explore: Why belief often comes before evidence for childrenâand why that matters How grandchildren absorb more than our words: tone, reactions, expectations The difference between praising outcomes and speaking identity Why modeling confidence matters more than modeling perfection How negative self-talk (âIâm terrible at thisâ) quietly sets limits for kids Why asking better questions builds independence better than quick fixes What it really means to raise their thinking, not your voice This episode isnât about being a perfect grandparent. Itâs about being an intentional oneâsomeone who leaves grandchildren with confidence, courage, and belief that extends far beyond childhood. đ Key Takeaways Grandchildren borrow belief from the adults they trust most Confidence is caught more than it is taught Wordsâespecially casual onesâshape lifelong self-image Encouragement grows confidence far better than correction One consistent, belief-building adult can change a childâs trajectory đ Free Companion Resource is your free reflection guide created specifically for this episode: đ§ Think Big, Grandpa â A Reflection Guide A simple, printable worksheet to help you: Reflect on the beliefs youâre reinforcing Reset how you praise, correct, and encourage Speak belief intentionally into your grandchildâs life Links Click for your free download or use this link:
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Skip Gen Travel with Stefanie Shackelford EP - 251
01/30/2026
Skip Gen Travel with Stefanie Shackelford EP - 251
Episode Summary In this episode of The Cool Grandpa Podcast, I sit down with Stefanie Shackelford, founder of Odyssey Travel, to explore how travel has evolvedâand why experienced travel advisors matter more than ever, especially for grandparents planning meaningful trips with their grandchildren. With over 40 years in the travel industry, Stefanie shares how travel planning has shifted from handwritten tickets and phone-book-sized fare manuals to todayâs digital-first worldâwhile explaining what technology still canât replace: human insight, experience, and relationships. Together, we dive into: The hidden value of working with a professional travel advisor How multi-generational and âskip-genâ travel is reshaping family experiences Why grandparents are uniquely positioned to create unforgettable travel memories How travel agents personalize trips based on family dynamics, budgets, and kidsâ ages The growing appeal of national parks, cruises, trains, and cultural experiences What to look for when choosing a travel agencyâand red flags to avoid Why travel insurance matters more today than ever This conversation is a must-listen for grandparents who want to travel smarter, reduce stress, and build deeper bonds with their grandchildren through shared experiences. If youâre a grandparent dreaming about meaningful trips with your grandkidsâbut donât want the stress of planningâthis episode is for you. đ Listen now and discover how experienced travel advisors help grandparents create unforgettable, age-appropriate adventures that build lifelong memories. Links Click on this to visit Odessy Travel: Here is Stefanie's email address: You can use this phone number to reach out to Stefanie and Odessy Travel: 707-343-7112 You can watch this fun conversation on YouTube by using this link: I would appreciate it if you could support the show. You can support the show through âBuy me a Coffeeâ and donate a few dollars by clicking () Here is a link to my webstore:
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Raising Tomorrow with Kepler Knott - EP 250
01/16/2026
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 for What Lies Ahead, Kepler shares why adaptation, resilience, and values matter more than everâand how parents and grandparents can guide kids without hovering over them. Together, we discuss how to talk with kids (not at them) about meaning, work, money, technology, relationships, and values. The conversation highlights the unique and powerful role grandparents play in a childâs life, offering wisdom, perspective, and unconditional support that kids often hear differently than from parents. This episode is a practical, thoughtful guide for fathers, grandfathers, mothers, and grandmothers who want to raise grounded, resilient kids while preparing them for a future none of us fully understands. Key Topics Covered: Why adaptation and resilience are essential life skills Helping kids develop values through modeling, not lectures The difference between happiness and contentment Technology, attention, and the battle for our kidsâ focus Teaching money as âstored energyâ in a digital world Why boredom, independence, and responsibility still matter How grandparents uniquely influence grandchildren Turning everyday moments into meaningful conversations đŻ Call to Action for Fathers Fathers: If youâre navigating tough conversations about values, technology, work, or identity with your kids, Raising Tomorrow gives you a practical framework to prepareânot preach. Pick one chapter, read it alongside your child, and use it as a starting point for conversations that build trust, resilience, and independent thinking. đŻ Call to Action for Grandfathers Grandfathers: Your role matters more than you may realize. Kids often hear wisdom differently from grandparentsâwithout the pressure or tension of daily parenting. Raising Tomorrow is a powerful tool to help you guide your grandchildren with perspective, patience, and grace. Use it to reinforce values, spark meaningful talks, and support the parents you love. Links: đ Learn more and explore the book at RaisingTomorrow.org You can use this email address to reach out to Kepler: Here is the link to follow Kepler on Facebook: We talked about and referenced "" about technological advancement. Here is the Wikipedia link about that law. We both mentioned the book . Here is the Amazon Link: You can watch this fun conversation on YouTube by using this link: I would appreciate it if you could support the show. You can support the show through âBuy me a Coffeeâ and donate a few dollars by clicking () Here is a link to my webstore:
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