Founders, unfiltered
The Parallel Entrepreneur Podcast
Mark Cleveland talks with entrepreneurs who refuse to stop at a single venture. Every episode below includes the full conversation and a complete transcript.
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Ep 40 · Joe De Sena
The Comfort Trap Every Entrepreneur Must Escape | 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…
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Ep 39 · Ian Adamson
How to Build an Extraordinary Life Without Following One Path | Ian Adamson

Ep 38 · Spencer Handley
The AI Skill Every Working Adult Needs to Learn | Spencer Handley

Ep 37 · Douglas Song
Why Great Businesses Need Stewardship, Not Just Capital | Douglas Song

Ep 36 · Daniel Innovaté
Stop Planning. Start Building. (His Rule Will Challenge You) | Daniel Innovaté

Ep 35 · Andy Marshall
What It Really Takes to Build a Brand People Love | Andy Marshall

Ep 34 · Eve Peeterson
Why Mentorship Is Broken (And How to Fix It) | Eve Peeterson

Ep 33 · Dakota Simpson
Why Founders Don’t Succeed Alone | Dakota Simpson

Ep 32 · Stephanie Johnson
Operational Debt Is Slowing Your Company | Stephanie Johnson

Ep 31 · Amy Henderson
Strategic Alignment of Talent, Tech & Data | Amy Henderson

Ep 30 · Meg Chamblee
Women in Tech, Real Relationships & Nashville’s Growth Story | Meg Chamblee

Ep 29
Designing for Trust: Customer Experience, Bias & the Human–Automation Balance

Ep 28
Why Today’s Leadership Playbook Breaks in the Age of AI

Ep 27
Why the Future of Entrepreneurship Starts in Schools

Ep 26 · Jon Hilton
Why AI Strategy Fails Before It Starts | Jon Hilton

Ep 25
Stop Doing Tasks AI Can Handle: Shauna Sprague on Automation & Human Potential

Ep 24
Why Community Is Nashville’s Superpower — A Conversation with S3 CEO Rod McDaniel

Ep 23 · Mark Blaze
Nashville’s Tech Future: Why the Pieces Are All Here | Mark Blaze

Ep 22
Michael Built a Cybersecurity Empire—Then Let Competitors Use His Tools

Ep 21
The Power of Curiosity: Carla Bailo on Smart Cities, Boardroom Wisdom, and Transforming Mobility

Ep 20 · Matthew Joynes
Part 2 - Currency Chaos, AI Freedom & The Future of Value | Matthew Joynes

Ep 19
Part 1 - AI Will Erase 20th Century – Parallel Entrepreneur Matthew Joynes on Money, Cap Tables & Super-AI

Ep 18
Start Paralleling: Mark Cleveland on Multiplying Your Impact

Ep 17
From Basement Startup to Global Brand: Tim Ozgener’s Parallel Journey

Ep 16
From EdTech to CyberTech: Justin’s Parallel Entrepreneur Path

Ep 15
The Human Side of Hustle Ft Robert Hartline

Ep 14
Surviving to Serve: A Parallel Entrepreneur’s Comeback Ft Dr. Michael Sprintz

Ep 13
Mastering Leadership, AI, and Organizational Alignment Ft John Farkas

Ep 12
From Startup to $90M Exit: Silas Deane on Innovation, Risk, and Resilience

Ep 11
Scaling Success: Leadership, Acquisitions, and Culture with John Cerasuolo

Ep 10
How Caitlin MacGregor is Unlocking Human Potential with Plum.io

Ep 9
How Multipreneur Christian Paro Built the Coolest Co-Working Space in Nashville

Ep 8
The Journey of FreightWaves Ft Craig Fuller

Ep 7 · Nitin Rai
Small ideas that turned into big wins | Nitin Rai

Ep 6 · Roger Brown
His repeatable playbook for building and selling companies | Roger Brown

Ep 5 · Jason Putnam
What a Chief Revenue Officer actually does all day | Jason Putnam

Ep 4 · Francisco Gonzalez
Building Fearless Journeys from the ground up | Francisco Gonzalez

Ep 3 · John McDonald
How to exit, then do it again and again | John McDonald

Ep 2 · Ania Rodriguez
What it really takes to build and launch a startup | Ania Rodriguez

Ep 1 · William Klehm
What Makes a Business Someone Actually Wants to Buy | William Klehm