# Ep 47. Intergenerational Communication and Perfectionism with Greg Singleton Page: https://stenobird.com/podcast/success-reimagined-with-amna-shabbir-md-7213595/ep-47-intergenerational-communication-and-perfectionism-with-greg-singleton Text version: https://stenobird.com/podcast/success-reimagined-with-amna-shabbir-md-7213595/ep-47-intergenerational-communication-and-perfectionism-with-greg-singleton.md Podcast: [Success Reimagined with Amna Shabbir MD](https://stenobird.com/podcast/success-reimagined-with-amna-shabbir-md-7213595) Published: 2026-01-12T00:00:00+00:00 Episode link: https://share.transistor.fm/s/005ac9b9 Audio file: https://media.transistor.fm/005ac9b9/68018515.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/success-reimagined-with-amna-shabbir-md-7213595/episodes/ep-47-intergenerational-communication-and-perfectionism-with-greg-singleton Duration seconds: 1847 ## Resource 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 Greg shares how ego, assumptions, and outdated expectations undermine workplace culture, and why one-size-fits-all leadership no longer works.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 hel… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/success-reimagined-with-amna-shabbir-md-7213595/episodes/ep-47-intergenerational-communication-and-perfectionism-with-greg-singleton/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/success-reimagined-with-amna-shabbir-md-7213595/ep-47-intergenerational-communication-and-perfectionism-with-greg-singleton.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.