In this episode, Dr. Amna Shabbir, MD speaks with Greg Singleton, TEDx speaker, author, coach, and generational strategist, about why communication breaks down across generations, and what leaders can do differently.

Greg shares how ego, assumptions, and outdated expectations undermine workplace culture, and why one-size-fits-all leadership no longer works. He also opens up about his personal journey through perfectionism, social comparison, and redefining success, offering insight into how identity and generational conditioning shape how we show up at work and in life.

Episode Takeaways

• Why the biggest workplace communication gaps happen between Boomers and Gen Z
• What “role hopping” really means — and why Gen Z values it
• How Gen Z operate in “pods”
• Why different generations require different feedback, structure, and communication styles
• How perfectionism impacts intergenerational and team communication dynamics
• How to use intergenerational communication to build resilient teams

About Our Guest

Greg Singleton is an award-winning author, TEDx speaker, coach, and generational strategist who helps leaders and organizations bridge communication gaps across generations. With over 20 years of experience in technology and leadership, including roles as a Director of IT and solution architect for Fortune 500 clients, Greg’s work took a pivotal turn after a personal reckoning with perfectionism and identity reshaped his definition of success. Today, he combines business strategy with empathy-driven leadership, is a Brainz Magazine Global Top 500 award recipient, a certified NAMI peer-to-peer leader, and a consultant with the GenShift™ learning platform. He is best known for his TEDx talk “Unlocking Generational Communication” and the R.A.M.P. Method, a framework designed to help teams lead, connect, and communicate more effectively.

Connect with Greg Singleton

• Instagram: https://www.instagram.com/csbcoaching 

• LinkedIn: https://www.linkedin.com/in/greg-singleton-1288057b

• Website: https://csbcoaching.com

• Watch his TEDx Talk: Unlocking Generational Communication - https://www.youtube.com/watch?v=SrSc-f9QKro 

About the Host

Dr. Amna Shabbir, MD, NBC-HWC, CPC is a Dual Board-Certified Physician and TEDx Speaker with advanced training in Integrative Well-being, Performance, and Leadership Development. She speaks, coaches, and consults on Perfectionism, Sustainable Success, and the well-being of High Achievers.

Connect with Dr. Shabbir

📸 Instagram: https://www.instagram.com/dr.amnashabbir/ 

💼 LinkedIn: https://www.linkedin.com/in/amna-shabbir-md/

🌍 Book Her to Speak: https://www.dramnashabbir.com/Speaking

📹 Watch Dr. Shabbir's TEDx Talk

Perfectionism Has A Solution - It is Not What You Think: https://www.youtube.com/watch?v=oNIzzM4Vg3s&t=3s 

❌ Disclaimer

This podcast is for educational purposes only and does not constitute medical or therapeutic advice. The views expressed are personal and do not reflect those of any employer or institution.

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