Bonus Show - How Grandkids Stretch Us: Lessons from Dean Nielson
Release Date: 11/28/2025
The Cool Grandpa Podcast
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 need to know when navigating senior care options. Jeannie shares her journey into senior living, shaped by years of hands-on experience inside communities and a deep passion for advocacy. She explains that Blue Magnolia Senior Living Advisors was built to serve families first—offering free, personalized guidance while...
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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 at work. Drawing from real-life experiences, generational insights, and leadership wisdom, this conversation reminds us that leadership is less about titles and more about vision, trust, consistency, and joyful service. Whether you’re guiding your family, leading a team at work, or mentoring others, these...
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Summary In this episode, I talk with historian Lisa Brunet, whose work explores the hidden world of grandparents in ancient Rome. Together, we unpack what grandparenting looked like 2,000 years ago—how elders shaped family identity, cared for young children, preserved memory through storytelling, and passed on family and cultural traditions. While grandmothers often stepped into hands-on roles, grandfathers frequently became the family's historians and memory keepers—sometimes proudly seeing themselves in a toddler learning to speak or scribble. Lisa explains how Roman law, marriage...
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Show Notes You are going to enjoy listening to the very first interview that I did for The Cool Grandpa Podcast. This episode originally aired back in May of 2020. This conversation still resonates with me, my wife Karen, and many other listeners to the podcast. If you heard it before, I hope you enjoy it again. If this conversation is new to you, you will get a lot of wisdom from Dean. In this heartfelt, post-Thanksgiving episode, I sit down with longtime friend and seasoned grandfather Dean Nielson. Dean—a Lean Six Sigma project manager, Eagle Scout mentor, devoted husband, dad of four,...
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Summary In this solo episode, I explore how the natural strengths of intentional grandfathers — presence, curiosity, encouragement, patience, and wisdom — translate into powerful leadership skills in today's workplace. Using stories about Legos, pancakes, and real-life team challenges, Greg reframes proven leadership ideas from Dale Carnegie, John Maxwell, and Dan Miller into an accessible, heart-first approach he calls Grandpa Leadership. Listeners will learn how to build stronger connections with their teams, empower younger employees, guide people through mistakes, and cultivate...
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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, understanding medical and legal authority, and how technology, such as her new platform, Scroll.care, is changing the way families find trustworthy care providers. We explore why planning for aging is not about fear—but about empowerment—and how grandparents can build a legacy of compassion, preparedness, and advocacy...
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“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 evolving role of grandparents in modern families. Neil shares insights from his newest book, Caring Grandparents, and explains how grandparents can both care about and care for their grandchildren. We discuss the emotional and financial realities of grandparents raising grandchildren, the importance of respecting...
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I welcome back longtime friend and repeat guest Dr. James Lott Jr., host of to discuss the rise of millennial grandparents and how shifting generational dynamics are reshaping modern family life. Together, we unpack everything from Millennials' and Gen Z’s futures as grandparents to how technology, social media, and evolving family structures have changed what it means to be a grandparent today. The discussion is full of humor, honesty, and insight — a lively cross-generational conversation about love, legacy, and laughter. Highlights: Why millennials are redefining what “young...
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In this episode of The Cool Grandpa Podcast, I sit down again with author and creative thinker Don Akchin to talk about his new book, . Don challenges the old idea of retirement as “the end” and redefines it as the beginning of a new and vibrant stage of life. Together, we explore how today’s retirees—especially men—can rediscover purpose, creativity, and connection after their careers wind down. In this conversation, you’ll hear insights from Don about: Why the old version of retirement no longer fits today’s longer, healthier lives The “fragile decade” — the five...
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Summary In this episode, we explore the intersection of grandparenting and art, particularly focusing on the concept of reductive art. Drawing inspiration from John Maxwell's leadership principles, I explore how genuine influence isn't about adding more—it's about gently removing what doesn't belong, thereby revealing the beauty and potential already within our children. Through the metaphor of carving, I explore how grandparents can shape their grandchildren's development by employing tools like patience, perspective, encouragement, and presence. Our conversation culminates in the idea...
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You are going to enjoy listening to the very first interview that I did for The Cool Grandpa Podcast. This episode originally aired back in May of 2020. This conversation still resonates with me, my wife Karen, and many other listeners to the podcast. If you heard it before, I hope you enjoy it again. If this conversation is new to you, you will get a lot of wisdom from Dean.
In this heartfelt, post-Thanksgiving episode, I sit down with longtime friend and seasoned grandfather Dean Nielson. Dean—a Lean Six Sigma project manager, Eagle Scout mentor, devoted husband, dad of four, and grandfather of six—shares powerful lessons about embracing grandparenthood with presence, patience, and purpose.
Dean opens up about becoming a grandfather earlier than expected, and how that surprise launched emotional growth, healing, and a deeper appreciation for the influence grandfathers have in shaping young lives. He and I dig into the differences between granddaughters and grandsons, how kids naturally gravitate toward grandma or grandpa, and why grandfathers shouldn’t take those early patterns personally.
Dean’s wisdom shines when he talks about doing it better the second time, including being more present, more patient, and more intentional than he sometimes was as a young dad. He shares simple but powerful stories—from building blanket forts to gently pushing kids beyond their comfort zones on the rope swing—that illustrate how grandfathers help grandchildren develop confidence, bravery, and emotional security.
You’ll also hear a moving story about Dean’s own grandfather and how that relationship still impacts him today.
This episode is packed with warmth, humor, and genuine grandpa insight—perfect for the day after Thanksgiving, when many of us are still surrounded by family and gratitude.
Highlights
- The emotional surprise of becoming a grandparent earlier than planned
- How granddaughters and grandsons respond differently to Nana vs. Pop
- Why play is essential—especially for stretching confidence
- Lessons learned from raising kids that help us show up better as grandparents
- The importance of simple affirmations: “I love you,” “I’m proud of you,” “You’re beautiful.”
- A powerful legacy story from Dean’s grandfather
Takeaways
- Grandparenting offers a “second chance” to be more present.
- Kids do listen—your words matter more than you think.
- Grandpas play a unique and important role in building confidence.
- Don’t compare your connection to grandma’s; each relationship is unique.
- Stretch grandkids gently—adventure builds courage.
Links
Don't forget to grab your 30% off discount in my Bookstore. You can visit my bookstore using this link: https://cool-grandpa.us/shop/