# 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 37 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://theparallelentrepreneur.transistor.fm/): 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 37 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: Innovating Beyond Boundaries Ft 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: Building a Competitive Edge Ft 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 and her… - [Episode 3: Serial Exits & Roll-Ups: John McDonald’s M&A Roadmap for Parallel Entrepreneurs](https://www.parallelentrepreneur.com/podcast/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? - [Episode 4: Bridging Passion and Purpose in Business Ft 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 of community… - [Episode 5: Redefining Success Through Human-Centric Leadership Ft Jason Putnam](https://www.parallelentrepreneur.com/podcast/redefining-success-through-human-centric-leadership-ft-jason-putnam/) — guest: Jason Putnam: ’m joined by Jason Putnam, a two-time award-winning executive (Globee Executive of the Year, Silver Stevie Award) and a 2024 Inspiring Leader. - [Episode 6: Scale, Sell, Repeat: Roger Brown’s Playbook for Parallel Entrepreneurs](https://www.parallelentrepreneur.com/podcast/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… - [Episode 7: Small Ideas, Big Wins: Nitin Rai’s Blueprint for Multi-Venture Success](https://www.parallelentrepreneur.com/podcast/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… - [Episode 8: The Journey of FreightWaves Ft 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: How Multipreneur Christian Paro Built the Coolest Co-Working Space in Nashville](https://www.parallelentrepreneur.com/podcast/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… - [Episode 10: How Caitlin MacGregor is Unlocking Human Potential with Plum.io](https://www.parallelentrepreneur.com/podcast/how-caitlin-macgregor-is-unlocking-human-potential-with-plum-io/) — guest: Plum.io: Ready to discover how to hire for potential rather than past credentials—and why it could transform your business? - [Episode 11: Scaling Success: Leadership, Acquisitions, and Culture with 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: From Startup to $90M Exit: Silas Deane on Innovation, Risk, and Resilience](https://www.parallelentrepreneur.com/podcast/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? - [Episode 13: Mastering Leadership, AI, and Organizational Alignment Ft 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 businesses… - [Episode 14: Surviving to Serve: A Parallel Entrepreneur’s Comeback Ft 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 Human Side of Hustle Ft 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: From EdTech to CyberTech: Justin’s Parallel Entrepreneur Path](https://www.parallelentrepreneur.com/podcast/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… - [Episode 17: From Basement Startup to Global Brand: Tim Ozgener’s Parallel Journey](https://www.parallelentrepreneur.com/podcast/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. - [Episode 18: Start Paralleling: Mark Cleveland on Multiplying Your Impact](https://www.parallelentrepreneur.com/podcast/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… - [Episode 19: Part 1 - AI Will Erase 20th Century – Parallel Entrepreneur Matthew Joynes on Money, Cap Tables & Super-AI](https://www.parallelentrepreneur.com/podcast/part-1-ai-will-erase-20th-century-parallel-entrepreneur-matthew-joynes-on-money/): What happens when super-AI makes lawyers, accountants—and even capitalism—obsolete? British-American “apex” parallel entrepreneur Matthew Joynes (PGA… - [Episode 20: Part 2 - Currency Chaos, AI Freedom & The Future of Value | 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: The Power of Curiosity: Carla Bailo on Smart Cities, Boardroom Wisdom, and Transforming Mobility](https://www.parallelentrepreneur.com/podcast/the-power-of-curiosity-carla-bailo-on-smart-cities-boardroom-wisdom-and-transfor/): 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: Michael Built a Cybersecurity Empire—Then Let Competitors Use His Tools](https://www.parallelentrepreneur.com/podcast/michael-built-a-cybersecurity-empire-then-let-competitors-use-his-tools/): 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/) — guest: 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](https://www.parallelentrepreneur.com/podcast/why-the-future-of-entrepreneurship-starts-in-schools/): 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? ## 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/) ## Site - Site maintained by Centreville Tech, LLC (https://centrevilletech.com/). - [Sitemap](https://www.parallelentrepreneur.com/sitemap.xml)