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Greg shares how ego, assumptions, and outdated expectations undermine workplace culture, and why one-size-fits-all leadership no longer works.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.
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
📹 Watch Dr. Shabbir's TEDx Talk
❌ 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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What is Success Reimagined with Amna Shabbir MD ?
Are you tired of chasing goal after goal, only to feel empty once you get there? Do you appear successful on the outside but feel unfulfilled on the inside? Or are you wondering how to even begin your journey to success?
Welcome to Success Reimagined with Amna Shabbir, MD—the podcast that challenges traditional definitions of success and explores what it truly means to thrive at the intersection of ambition and well-being.
Hosted by Dr. Amna Shabbir, MD, NBC-HWC, CPC—Founder and CEO, Dual Board-Certified Physician, and a fierce advocate for mental health. With advanced training in Integrative Well-being, Performance, Behavior Change, and Leadership Development, Dr. Shabbir brings deep expertise to every conversation. She’s also a sought-after Professional Speaker and proud Super Mom to two young girls. Drawing from her multifaceted roles, she offers a fresh, honest perspective on the realities of ambition, success, and sustainable well-being.
Each episode delivers practical, evidence-based strategies to help you break free from burnout, perfectionism, and the endless chase for external validation. You’ll walk away inspired and empowered to build a life that aligns achievement with deep personal fulfillment.
If you're ready to reimagine success with intention and courage, hit subscribe, rate, and review the show—and start your journey to a more joyful, aligned life today.
Connect with Dr. Amna Shabbir:
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
LinkedIn: linkedin.com/in/amna-shabbir-md
Instagram: instagram.com/dr.amnashabbir
Facebook: facebook.com/dr.amnashabbir.md
Website: https://success-curated.com/
YouTube: youtube.com/@Dr.AmnaShabbir