Parallel Entrepreneur with Mark Cleveland
Parallel Entrepreneur with Mark Cleveland
Podcast Description
Welcome to the Parallel Entrepreneur, where we dive into the minds of entrepreneurs who push beyond the limits of a single business.
Learn how these visionaries invite creative synergies to flow between multiple and oftentimes diverse enterprises simultaneously, whether you're just starting out or managing multiple ventures, you already think outside the box and this podcast will inspire you to recognize and tap into the power of parallel entrepreneurship.
Podcast Insights
Content Themes
The podcast centers around themes of entrepreneurship, innovation, and inclusivity, exploring how entrepreneurs balance multiple businesses. Episodes tackle topics such as the importance of storytelling in entrepreneurship with guests like Francisco Gonzalez and address preventive healthcare and AI's role in efficiency through discussions with Roger Brown, illustrating the varied focus areas within the entrepreneurial ecosystem.

Mark explores the minds of visionary entrepreneurs who refuse to limit themselves to a single venture to learn how these trailblazers manage risks, innovate across industries, and turn ideas into impact.
Whether you’re scaling your first business or juggling several, this podcast is your ultimate guide to thriving as a parallel entrepreneur.
In this episode of the Parallel Entrepreneur, Innovation Series, Mark Cleveland and Johnny Anderson sit down with Amy Henderson, Director of Infrastructure at HCA Healthcare Physician Services.
Amy operates at the intersection of technical viability and business outcomes, aligning talent, technology, and data to drive enterprise growth inside one of the largest healthcare systems in the country.
But this conversation isn’t just about infrastructure.
It’s about what it really takes to connect strategy to execution. To build teams that understand both the financial model and the human one. And to develop workforce pipelines that strengthen an entire region.
Amy also reflects on her decade of service with the Nashville Technology Council, including her time as Board Chair, where she helped advocate for technology-focused workforce development across Tennessee, from K-12 to career changers.
This episode explores:
• Why strategic alignment is a leadership discipline
• Operating technical teams inside financial guardrails
• Building culture while scaling enterprise systems
• Workforce development as a long-term investment
• The role Nashville plays in shaping tech leadership
If you care about the future of enterprise leadership — especially where technology meets execution — this conversation is worth your time.
About Amy Henderson
Amy Henderson is Director of Infrastructure at HCA Healthcare Physician Services, where she aligns talent, technology, and data to drive enterprise performance in complex healthcare environments. With a focus on connecting technical strategy to business outcomes, she builds high-performing teams that operate with both financial discipline and cultural strength. Amy also served for a decade on the Nashville Technology Council Board, including as Chair, where she championed workforce development across Tennessee’s tech ecosystem.
https://www.linkedin.com/in/henderson-amy/
About the Hosts
Mark A. Cleveland
Managing Director at Kensington Park Capital, entrepreneur, M&A advisor, and host of the Parallel Entrepreneur Network
https://www.linkedin.com/in/macleveland/
Johnny Anderson
Nashville tech leader, GNTC board member, Entrepreneur-in-Residence at the Entrepreneurship & Innovation Center, and host of The Impodsters™
https://www.linkedin.com/in/johnnyonbrand/
Links & Resources
👉 Learn more about the Entrepreneurship & Innovation Center (EIC):
https://www.wcs.edu/secondary/entrepreneurship-innovation-center-eic
👉 Join the Parallel Entrepreneur Network:
https://www.parallelentrepreneur.com/#about-me
👉 Subscribe for more conversations with leaders building aligned systems across business, education, and community.
👍 If this episode resonated, leave a comment or share it with someone shaping the future of leadership.
Chapters
00:00:00 The intersection of tech viability and business goals
00:00:41 Episode introduction + Amy’s leadership focus
00:01:07 Amy’s role at HCA Healthcare Physician Services
00:01:54 Aligning talent, tech, and data inside enterprise systems
00:02:48 Operating to a financial model while scaling teams
00:03:39 Building culture within infrastructure organizations
00:04:28 Why workforce development matters in Tennessee
00:05:27 Serving on the Nashville Technology Council
00:06:18 Developing talent pipelines from K-12 to career changers
00:07:32 Leadership lessons from board service and enterprise growth
00:08:36 Episode close

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