All Episodes

Displaying 1 - 22 of 22 in total

The Power of Curiosity: Carla Bailo on Smart Cities, Boardroom Wisdom, and Transforming Mobility

In this episode of The Parallel Entrepreneur, Mark Cleveland welcomes Carla Bailo—an industry visionary who’s helped shape the future of mobility, from General Motors ...

Part 2 - Currency Chaos, AI Freedom & The Future of Value | Matthew Joynes

Welcome back to The Parallel Entrepreneur for part 2 with British-American polymath Matthew Joynes. In this fast-paced sequel we dive into:• How Matthew rescued a bank...

Part 1 - AI Will Erase 20th Century – Parallel Entrepreneur Matthew Joynes on Money, Cap Tables & Super-AI

What happens when super-AI makes lawyers, accountants—and even capitalism—obsolete?British-American “apex” parallel entrepreneur Matthew Joynes (PGA producer, GameVice...

Start Paralleling: Mark Cleveland on Multiplying Your Impact

Stop juggling. Start PARALLELING.Entrepreneur, community‑builder and podcast host Mark Cleveland takes the Creative Mornings stage to share why the future belongs to p...

From Basement Startup to Global Brand: Tim Ozgener’s Parallel Journey

Looking for inspiration on juggling multiple business passions? Tim Ozgener might just be your blueprint. He helped take CAO Cigars from a basement startup to a global...

From EdTech to CyberTech: Justin’s Parallel Entrepreneur Path

AI and security compliance could make or break your next venture. In this episode of The Parallel Entrepreneur, Mark Cleveland sits down with Justin Beals, co-founder ...

The Human Side of Hustle Ft Robert Hartline

What happens when a merger you can't control threatens to destroy your 22-year business overnight? Meet Robert Hartline—parallel founder who scaled his wireless stores...

Surviving to Serve: A Parallel Entrepreneur’s Comeback Ft Michael Sprintz

How do you launch a thriving medical practice, then pivot to a fast-scaling software startup—all while staying laser-focused on patient care, personal growth, and 24 y...

Mastering Leadership, AI, and Organizational Alignment Ft John Farkas

Wondering how to nurture alignment throughout M&A integration?  In this episode John Farkas, founder of Ratio and Candor—two companies that help businesses master M&A ...

From Startup to $90M Exit: Silas Deane on Innovation, Risk, and Resilience

Are you a serial entrepreneur juggling multiple ventures and hungry for breakthrough growth? In this candid conversation, Silas Deane reveals his battle-tested bluepri...

Scaling Success: Leadership, Acquisitions, and Culture with John Cerasuolo

Unlock the secrets of building an acquisition empire from someone who's done it well. In this exclusive interview, John Cerasuolo, CEO of Leap Partners, reveals the un...

How Caitlin MacGregor is Unlocking Human Potential with Plum.io

Ready to discover how to hire for potential rather than past credentials—and why it could transform your business? In this episode of Parallel Entrepreneur, Mark Cleve...

How Multipreneur Christian Paro Built the Coolest Co-Working Space in Nashville

Get ready for a masterclass in multi-venture entrepreneurship from Christian Paro, founder of Center 615, Studio 615, Five Points Alley Shops—three of the most dynamic...

The Journey of FreightWaves Ft Craig Fuller

In this episode of the Parallel Entrepreneur podcast, host Mark Cleveland interviews Craig Fuller, founder of FreightWaves, a pioneering company in the logistics and t...

Small Ideas, Big Wins: Nitin Rai’s Blueprint for Multi-Venture Success

How do you juggle multiple ventures and keep your cool under pressure? Meet Nitin Rai — seasoned founder, investor in 70+ startups, and champion of underrepresented ta...

Scale, Sell, Repeat: Roger Brown’s Playbook for Parallel Entrepreneurs

How do you scale, sell, and still come back for more? Meet Roger Brown — a serial founder who’s built (and exited) four different ventures, from physician services to ...

Redefining Success Through Human-Centric Leadership Ft Jason Putnam

I’m joined by Jason Putnam, a two-time award-winning executive (Globee Executive of the Year, Silver Stevie Award) and a 2024 Inspiring Leader. Jason’s the Chief Reven...

Bridging Passion and Purpose in Business Ft Francisco Gonzalez

In this engaging conversation, Mark Cleveland and Francisco Gonzalez explore the essence of entrepreneurship, focusing on the importance of community, mentorship, and ...

Serial Exits & Roll-Ups: John McDonald’s M&A Roadmap for Parallel Entrepreneurs

How do you build a company that buyers can’t wait to acquire—and still keep your entrepreneurial spark alive? In this episode of The Parallel Entrepreneur, we sit down...

Building a Competitive Edge Ft Ania Rodriguez

Join me, Mark Cleveland, as I sit down with Ania Rodriguez, CEO & Founder of JourneyTrack.io, to discuss her journey as a serial entrepreneur and her mission to revolu...

Innovating Beyond Boundaries Ft William Klehm

In my very first episode, I sit down with visionary Parallel Entrepreneur, William Klehm, to unpack the lessons he learned from building, scaling, and selling multiple...

Welcome to the Parallel Entrepreneur Podcast with Mark Cleveland!

The Parallel Entrepreneur Podcast, hosted by Mark Cleveland, dives into the journeys, challenges, and insights of entrepreneurs who simultaneously manage multiple vent...

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