AI on the Rocks
Episodes
Episode 3Mother’s Day Special41 min

AI, Bourbon & Mom: A Mother’s Day Special |Cy Stamatis

with Andrea Cy Stamatis — Mother's Day Special

AI, Bourbon & Mom: A Mother's Day Special | AI on the Rocks Artificial intelligence is changing the way we work—but the values that shape who we become still begin at home. In this special Mother's Day episode of AI on the Rocks, Arian Green welcomes a very special guest—his mother, Cy Stamatis—for a heartfelt conversation about family, parenting, technology, and the lessons that continue to influence his leadership today. Recorded at The Fort in Covington, Kentucky, this episode steps away from business strategy to explore the people and experiences that shape how we lead, learn, and adapt. Together, Arian and his mom reflect on raising a family before smartphones and AI, how technology has changed everyday life, and why human relationships, character, and values remain irreplaceable in an increasingly digital world. From sharing bourbon for the first time to discussing parenting across generations, this Mother's Day special offers a personal look at the human side of AI on the Rocks—and a reminder that while technology continues to evolve, the wisdom we learn from family continues to guide us. Whether you're a parent, entrepreneur, business leader, or simply looking for a meaningful conversation about family and the future, this episode celebrates the people who shape us long before artificial intelligence ever could. Chapters 00:00 Intro & Teaching Mom How to Drink Bourbon 02:34 Weller Special Reserve Bourbon Review 03:14 Welcome to The Fort 05:18 Meet Cy Stamatis 08:42 Growing Up Before AI 13:56 Parenting Through Changing Technology 19:18 How Technology Changed Family Life 25:07 The Values That Never Change 31:44 Raising Curious Kids 37:10 Advice Every Parent Should Hear 42:18 Mother's Day Reflections 46:55 Final Thoughts Key Takeaways • Great leaders often learn their most important lessons at home. • Technology changes rapidly, but character and values remain timeless. • Parenting has evolved alongside technology, yet human connection remains essential. • AI can improve our lives—but it should never replace meaningful relationships. • Curiosity and lifelong learning begin long before the workplace. • Family conversations often shape future leaders more than formal education. • The best use of technology is strengthening—not replacing—human connection. Chapter Summaries 1. A Different Kind of AI on the Rocks Arian welcomes his mom for a special Mother's Day conversation while introducing her to one of the show's traditions—sharing a glass of bourbon. 2. Growing Up Before AI Cy reflects on raising a family before smartphones, social media, and artificial intelligence, offering perspective on how much the world has changed. 3. Parenting Across Generations The conversation explores how parenting has evolved while highlighting the timeless values that remain important regardless of technology. 4. Family, Leadership & Character Arian and Cy discuss the lessons learned at home that continue to influence leadership, relationships, and decision-making today. 5. Looking Toward the Future The episode concludes with reflections on Mother's Day, gratitude, and why human connection will always matter in an AI-powered world. Frameworks Discussed • Human-Centered Leadership • Family Values • Lifelong Learning • Curiosity-Driven Growth • Technology & Human Connection Memorable Quotes "Technology changes. Values don't." "The people who raise us shape the leaders we become." "Human connection will always matter." "Curiosity starts at home." Who Should Watch This episode is for: • Parents • Families • Business Leaders • Entrepreneurs • Professionals • Future Leaders • Anyone interested in the human side of AI Questions This Episode Answers • How has technology changed parenting? • What values still matter in the AI era? • How do parents shape future leaders? • Can technology strengthen family relationships? • Why is human connection still essential? • What lessons from family apply to leadership? Topics Discussed • Artificial Intelligence • Parenting • Mother's Day • Leadership • Family • Human Connection • Technology • Personal Growth About Cy Stamatis Cy Stamatis is Arian Green's mother and the featured guest in this special Mother's Day episode of AI on the Rocks. Through stories, reflections, and honest conversation, she shares the values and life lessons that helped shape Arian's approach to leadership, relationships, and lifelong learning. Listen to AI on the Rocks YouTube: @AIONTHEROCKSTV Spotify: https://open.spotify.com/show/6BFji3ZNadNI0g1EtVKgHr?si=ac6ea9b358964049 Apple Podcasts: https://podcasts.apple.com/us/podcast/ai-on-the-rocks-bold-tech-smooth-talk-no-chaser/id1894937230 Search Topics #artificialintelligence #motherhood #parenting #familyleadership #humanconnection #leadership #technology #personalgrowth #aipodcast #AIONTHEROCKSTV

Show Notes

The discovery-first arc — a slow zoom from reality to leverage.

  1. 1

    Grounding

    What world are you living in right now?

  2. 2

    Exposure

    What are you hearing about AI?

  3. 3

    Tension

    What worries you?

  4. 4

    Reframe

    Where do leaders still have leverage?

  5. 5

    Countermoves

    If you were them, what would you do?

The Pour

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