# Parallel Entrepreneur Network

> The first and only private community built exclusively for founders managing multiple ventures. Everyone in the Network is vetted, so members can be straight with the room. They trade real, hard-won advice at every stage of building a company. Founded by Mark A. Cleveland (Nashville): serial entrepreneur, M&A advisor, and host of the Parallel Entrepreneur podcast.

The Parallel Entrepreneur Network runs monthly mastermind sessions for early- and later-stage founders, publishes the Parallel Entrepreneur podcast with Mark Cleveland, and sends a newsletter. Membership requires an application and vetting. A "parallel entrepreneur" runs multiple ventures at once (side by side), as distinct from a serial entrepreneur who builds them one after another.

## Key pages

- [Home](https://www.parallelentrepreneur.com/): Overview of the Network, member benefits, community values, membership pricing, founder bio, FAQ, and the latest podcast episodes.
- [What Is a Parallel Entrepreneur?](https://www.parallelentrepreneur.com/what-is-a-parallel-entrepreneur/): Definition of a parallel entrepreneur, how it differs from a serial entrepreneur, the traits that make it work, and examples. The Network's flagship explainer.
- [About](https://www.parallelentrepreneur.com/about/): What the Parallel Entrepreneur Network is, who it's for, and founder Mark Cleveland's background.
- [Benefits](https://www.parallelentrepreneur.com/benefits/): Membership benefits, community values, and pricing for early- and later-stage founders.
- [Apply](https://www.parallelentrepreneur.com/apply/): Application to join the Network, what to expect, and pricing.
- [Contact](https://www.parallelentrepreneur.com/contact/): How to get in touch with the Network.
- [Podcast](https://www.parallelentrepreneur.com/podcast/): All 43 episodes with complete, readable transcripts (see full list below).
- [Terms & Conditions](https://www.parallelentrepreneur.com/terms/): Terms governing the website, membership, and services.
- [Privacy Policy](https://www.parallelentrepreneur.com/privacy/): How personal information is collected, used, and protected.

## Founder

- Mark A. Cleveland — Nashville-based serial entrepreneur and M&A advisor who has built six companies from inception through exit. Managing Director at Kensington Park Capital; co-founder of Hytch Rewards and Swiftwick; former President of TripPak. Founder of the Parallel Entrepreneur Network and host of the podcast. More: Parallel Entrepreneur Network (https://markacleveland.com/).

## Membership

- For Early-Stage Founders: $2,500/year or $250/month. For founders looking to Unleash Potential Everywhere in early ventures, our sessions focus on: Validating ideas with a supportive think tank; Working out sales strategies that fit your business; Getting fundraising right.
- For Later-Stage Founders: $4,500/year or $450/month. For founders looking to Unleash Potential Everywhere in established ventures, our sessions focus on: Scaling operations without losing your sanity; Strengthening your leadership and executive team; Planning a clear exit strategy.
- A full refund is available for any payment made within the previous six months, no questions asked.

## Podcast

- [The Parallel Entrepreneur Podcast](https://parallelentrepreneur.com/podcast/): Mark Cleveland explores the minds of visionary entrepreneurs who refuse to limit themselves to a single venture.
- [Episodes & full transcripts](https://www.parallelentrepreneur.com/podcast/): All 43 episodes with complete, readable transcripts. Conversations with founders on running multiple ventures, M&A, leadership, AI, Nashville's tech scene, and entrepreneurship through acquisition.
- Also on: [Apple Podcasts](https://podcasts.apple.com/us/podcast/parallel-entrepreneur-with-mark-cleveland/id1771448690), [Spotify](https://open.spotify.com/show/65LP2sDNaqhgIS2tyaKCs0), [YouTube](https://www.youtube.com/@ParallelEntrepreneur).

### All episodes

- [Episode 1: What Makes a Business Someone Actually Wants to Buy | William Klehm](https://www.parallelentrepreneur.com/podcast/innovating-beyond-boundaries-ft-william-klehm/) — guest: 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,…
- [Episode 2: What it really takes to build and launch a startup | Ania Rodriguez](https://www.parallelentrepreneur.com/podcast/building-a-competitive-edge-ft-ania-rodriguez/) — guest: 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…
- [Episode 3: How to exit, then do it again and again | John McDonald](https://www.parallelentrepreneur.com/podcast/serial-exits-roll-ups-john-mcdonald-s-m-a-roadmap-for-parallel-entrepreneurs/) — guest: John McDonald: How do you build a company that buyers can't wait to acquire—and still keep your entrepreneurial spark alive?
- [Episode 4: Building Fearless Journeys from the ground up | Francisco Gonzalez](https://www.parallelentrepreneur.com/podcast/bridging-passion-and-purpose-in-business-ft-francisco-gonzalez/) — guest: Francisco Gonzalez: In this engaging conversation, Mark Cleveland and Francisco Gonzalez explore the essence of entrepreneurship, focusing on the importance…
- [Episode 5: What a Chief Revenue Officer actually does all day | Jason Putnam](https://www.parallelentrepreneur.com/podcast/redefining-success-through-human-centric-leadership-ft-jason-putnam/) — guest: Jason Putnam: In this episode of the The Parallel Entrepreneur Podcast, I'm joined by Jason Putnam, a two-time award-winning executive (Globee…
- [Episode 6: His repeatable playbook for building and selling companies | Roger Brown](https://www.parallelentrepreneur.com/podcast/scale-sell-repeat-roger-brown-s-playbook-for-parallel-entrepreneurs/) — guest: Roger Brown: 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…
- [Episode 7: Small ideas that turned into big wins | Nitin Rai](https://www.parallelentrepreneur.com/podcast/small-ideas-big-wins-nitin-rai-s-blueprint-for-multi-venture-success/) — guest: Nitin Rai: How do you juggle multiple ventures and keep your cool under pressure? Meet Nitin Rai — seasoned founder, investor in 70+ startups, and champion…
- [Episode 8: Building multiple companies without losing your mind | Craig Fuller](https://www.parallelentrepreneur.com/podcast/the-journey-of-freightwaves-ft-craig-fuller/) — guest: Craig Fuller: Ready to master the art of running multiple ventures without losing your sanity—or your shirt?
- [Episode 9: Inside Nashville's coolest coworking space | Christian Paro](https://www.parallelentrepreneur.com/podcast/how-multipreneur-christian-paro-built-the-coolest-co-working-space-in-nashville/) — guest: Christian Paro: Get ready for a masterclass in multi-venture entrepreneurship from Christian Paro, founder of Center 615, Studio 615, Five Points Alley Shops—three of…
- [Episode 10: Growth doesn't work the old way anymore | Caitlin MacGregor](https://www.parallelentrepreneur.com/podcast/how-caitlin-macgregor-is-unlocking-human-potential-with-plum-io/) — guest: Caitlin MacGregor: Ready to discover how to hire for potential rather than past credentials—and why it could transform your business?
- [Episode 11: How Leap Partners is rolling up home services | John Cerasuolo](https://www.parallelentrepreneur.com/podcast/scaling-success-leadership-acquisitions-and-culture-with-john-cerasuolo/) — guest: John Cerasuolo: Unlock the secrets of building an acquisition empire from someone who's done it well.
- [Episode 12: He bootstrapped to a $90M exit, no investors | Silas Deane](https://www.parallelentrepreneur.com/podcast/from-startup-to-90m-exit-silas-deane-on-innovation-risk-and-resilience/) — guest: Silas Deane: Are you a serial entrepreneur juggling multiple ventures and hungry for breakthrough growth?
- [Episode 13: The playbook for surviving M&A chaos | John Farkas](https://www.parallelentrepreneur.com/podcast/mastering-leadership-ai-and-organizational-alignment-ft-john-farkas/) — guest: 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…
- [Episode 14: How one doctor masters two completely different worlds | Dr. Michael Sprintz](https://www.parallelentrepreneur.com/podcast/surviving-to-serve-a-parallel-entrepreneur-s-comeback-ft-dr-michael-sprintz/) — guest: Dr. 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…
- [Episode 15: The unusual habit behind his scaling strategy | Robert Hartline](https://www.parallelentrepreneur.com/podcast/the-human-side-of-hustle-ft-robert-hartline/) — guest: Robert Hartline: What happens when a merger you can't control threatens to destroy your 22-year business overnight?
- [Episode 16: He went from teaching kids to hacking cybersecurity | Justin Beals](https://www.parallelentrepreneur.com/podcast/from-edtech-to-cybertech-justin-s-parallel-entrepreneur-path/) — guest: Justin Beals: AI and security compliance could make or break your next venture. In this episode of The Parallel Entrepreneur, Mark Cleveland sits down with Justin…
- [Episode 17: He built a global brand from his basement | Tim Ozgener](https://www.parallelentrepreneur.com/podcast/from-basement-startup-to-global-brand-tim-ozgener-s-parallel-journey/) — guest: Tim Ozgener: Looking for inspiration on juggling multiple business passions? Tim Ozgener might just be your blueprint.
- [Episode 18: How to Run Multiple Businesses at Once Without Burning Out | Mark Cleveland](https://www.parallelentrepreneur.com/podcast/start-paralleling-mark-cleveland-on-multiplying-your-impact/) — guest: Mark Cleveland: Stop juggling. Start PARALLELING. Entrepreneur, community‑builder and podcast host Mark Cleveland takes the Creative Mornings stage to share why…
- [Episode 19: Will AI make lawyers and capitalism obsolete? | Matthew Joynes](https://www.parallelentrepreneur.com/podcast/part-1-ai-will-erase-20th-century-parallel-entrepreneur-matthew-joynes-on-money/) — guest: Matthew Joynes: What happens when super-AI makes lawyers, accountants—and even capitalism—obsolete? British-American “apex” parallel entrepreneur Matthew Joynes (PGA…
- [Episode 20: The British producer running 5 companies at once | Matthew Joynes](https://www.parallelentrepreneur.com/podcast/part-2-currency-chaos-ai-freedom-the-future-of-value-matthew-joynes/) — guest: Matthew Joynes: Welcome back to The Parallel Entrepreneur for part 2 with British-American polymath Matthew Joynes.
- [Episode 21: She helped GM, Nissan, and a whole city move smarter | Carla Bailo](https://www.parallelentrepreneur.com/podcast/the-power-of-curiosity-carla-bailo-on-smart-cities-boardroom-wisdom-and-transfor/) — guest: Carla Bailo: In this episode of The Parallel Entrepreneur, Mark Cleveland welcomes Carla Bailo—an industry visionary who’s helped shape the future of mobility,…
- [Episode 22: He automated the work his competitors still do by hand | Michael Peters](https://www.parallelentrepreneur.com/podcast/michael-built-a-cybersecurity-empire-then-let-competitors-use-his-tools/) — guest: Michael Peters: What happens when a cybersecurity veteran automates the work his competitors still struggle to deliver? He builds the future—and lets them use it.
- [Episode 23: Nashville’s Tech Future: Why the Pieces Are All Here | Mark Blaze](https://www.parallelentrepreneur.com/podcast/nashville-s-tech-future-why-the-pieces-are-all-here-mark-blaze/) — guest: Mark Blaze: What happens when a city stops waiting for permission and starts acting like the technology hub it already is?
- [Episode 24: Why Community Is Nashville’s Superpower — A Conversation with S3 CEO Rod McDaniel](https://www.parallelentrepreneur.com/podcast/why-community-is-nashville-s-superpower-a-conversation-with-s3-ceo-rod-mcdaniel/): In this special Innovation Series episode of Parallel Entrepreneur, hosts Mark Cleveland and Johnny Anderson sit down with Rod McDaniel, CEO of S3…
- [Episode 25: Stop Doing Tasks AI Can Handle: Shauna Sprague on Automation & Human Potential](https://www.parallelentrepreneur.com/podcast/stop-doing-tasks-ai-can-handle-shauna-sprague-on-automation-human-potential/): In this special Innovation Series episode of Parallel Entrepreneur, hosts Mark Cleveland and Johnny Anderson sit down with Shauna Sprague, an AI…
- [Episode 26: Why AI Strategy Fails Before It Starts | Jon Hilton](https://www.parallelentrepreneur.com/podcast/why-ai-strategy-fails-before-it-starts-jon-hilton/) — guest: Jon Hilton: Why do AI initiatives often stall? What does it take to build AI strategies that scale inside real businesses?
- [Episode 27: Why the Future of Entrepreneurship Starts in Schools | Dr. Jeremy Qualls](https://www.parallelentrepreneur.com/podcast/why-the-future-of-entrepreneurship-starts-in-schools/) — guest: Dr. Jeremy Qualls: In this Innovation Series episode of Parallel Entrepreneur, hosts Mark Cleveland and Johnny Anderson sit down with Dr.
- [Episode 28: Why Today’s Leadership Playbook Breaks in the Age of AI](https://www.parallelentrepreneur.com/podcast/why-today-s-leadership-playbook-breaks-in-the-age-of-ai/): The leadership playbooks that built today's successful organizations were designed for a different world.
- [Episode 29: Designing for Trust: Customer Experience, Bias & the Human–Automation Balance](https://www.parallelentrepreneur.com/podcast/designing-for-trust-customer-experience-bias-the-human-automation-balance/): Great experiences don't happen by accident. They're designed. In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland and Johnny…
- [Episode 30: Women in Tech, Real Relationships & Nashville’s Growth Story | Meg Chamblee](https://www.parallelentrepreneur.com/podcast/women-in-tech-real-relationships-nashville-s-growth-story-meg-chamblee/) — guest: Meg Chamblee: In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland and Johnny Anderson sit down with Meg Chamblee, Executive Vice President…
- [Episode 31: Strategic Alignment of Talent, Tech & Data | Amy Henderson](https://www.parallelentrepreneur.com/podcast/strategic-alignment-of-talent-tech-data-amy-henderson/) — guest: Amy Henderson: In this episode of The Parallel Entrepreneur, Innovation Series, Mark Cleveland and Johnny Anderson sit down with Amy Henderson, Director…
- [Episode 32: Operational Debt Is Slowing Your Company | Stephanie Johnson](https://www.parallelentrepreneur.com/podcast/operational-debt-is-slowing-your-company-stephanie-johnson/) — guest: Stephanie Johnson: In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland and Johnny Anderson sit down with Stephanie Johnson, a fractional CEO…
- [Episode 33: Why Founders Don’t Succeed Alone | Dakota Simpson](https://www.parallelentrepreneur.com/podcast/why-founders-don-t-succeed-alone-dakota-simpson/) — guest: Dakota Simpson: In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland and Johnny Anderson sit down with Dakota Simpson, Chief Program Officer…
- [Episode 34: Why Mentorship Is Broken (And How to Fix It) | Eve Peeterson](https://www.parallelentrepreneur.com/podcast/why-mentorship-is-broken-and-how-to-fix-it-eve-peeterson/) — guest: Eve Peeterson: There's a moment in every founder's journey where the question shifts. Not "What am I building?" But "Who am I becoming?" In this conversation, Mark sits…
- [Episode 35: What It Really Takes to Build a Brand People Love | Andy Marshall](https://www.parallelentrepreneur.com/podcast/what-it-really-takes-to-build-a-brand-people-love-andy-marshall/) — guest: Andy Marshall: Most people think they're building a business. But every now and then, you meet someone who's building something deeper—something rooted in people…
- [Episode 36: Stop Planning. Start Building. (His Rule Will Challenge You) | Daniel Innovaté](https://www.parallelentrepreneur.com/podcast/stop-planning-start-building-his-rule-will-challenge-you-daniel-innovat/) — guest: Daniel Innovaté: There’s a new kind of builder emerging. Not slower. Not more careful. Just… faster, sharper, and a little harder to categorize.
- [Episode 37: Why Great Businesses Need Stewardship, Not Just Capital | Douglas Song](https://www.parallelentrepreneur.com/podcast/why-great-businesses-need-stewardship-not-just-capital-douglas-song/) — guest: Douglas Song: What happens when an entrepreneur spends decades helping founders transition, scale, and protect the businesses they've built?
- [Episode 38: The AI Skill Every Working Adult Needs to Learn | Spencer Handley](https://www.parallelentrepreneur.com/podcast/the-ai-skill-every-working-adult-needs-to-learn-spencer-handley/) — guest: Spencer Handley: What happens when a musician, software engineer, educator, and entrepreneur all show up in the same person?
- [Episode 39: How to Build an Extraordinary Life Without Following One Path | Ian Adamson](https://www.parallelentrepreneur.com/podcast/how-to-build-an-extraordinary-life-without-following-one-path-ian-adamson/) — guest: Ian Adamson: What do engineering, world championship sport, product innovation, television production, and the Olympic movement all have in common?
- [Episode 40: The Comfort Trap Every Entrepreneur Must Escape | Joe De Sena](https://www.parallelentrepreneur.com/podcast/the-comfort-trap-every-entrepreneur-must-escape-joe-de-sena/) — guest: Joe De Sena: Joe De Sena has built one of the world's most recognised endurance brands. As the founder and CEO of Spartan, he's spent decades proving that resilience…
- [Episode 41: Inside the Mind of a Former Xerox CEO | Steven Bandrowczak](https://www.parallelentrepreneur.com/podcast/inside-the-mind-of-a-former-xerox-ceo-steven-bandrowczak/) — guest: Steven Bandrowczak
- [Episode 42: Fall in Love With the Problem, Not the Solution | Annie Cyr](https://www.parallelentrepreneur.com/podcast/fall-in-love-with-the-problem-not-the-solution-annie-cyr/) — guest: Annie Cyr: Annie Cyr saw a gap in the textile industry, wrote the book she couldn't find, and years later built the technology she wished existed.
- [Episode 43: The Science Behind Running Multiple Businesses at Once | Dr. Tobias Kutzewski](https://www.parallelentrepreneur.com/podcast/the-science-behind-running-multiple-businesses-at-once-dr-tobias-kutzewski/) — guest: Dr. Tobias Kutzewski: What if running multiple businesses isn't a failure to focus, but a different way of operating altogether? Dr.

## Connect

- [Apply to the Network](https://www.parallelentrepreneur.com/apply/)
- [LinkedIn](https://linkedin.com/company/parallel-entrepreneur)
- [X / Twitter](https://x.com/ParallelEntrep)
- [YouTube](https://www.youtube.com/@ParallelEntrepreneur)
- [Founder: Mark Cleveland](https://markacleveland.com/)

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