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.

Latest episode

New

Ep 39 · Ian Adamson

How to Build an Extraordinary Life Without Following One Path | Ian Adamson

What do engineering, world championship sport, product innovation, television production, and the Olympic movement all have in common?

Jul 7, 2026 · 59 min · Full transcript

Browse by topic

All episodes

  1. Ep 38 · Spencer Handley

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

    Jun 23, 2026 · 1 hr 20 min · Full transcript

  2. Ep 37 · Douglas Song

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

    May 26, 2026 · 1 hr 22 min · Full transcript

  3. Ep 36 · Daniel Innovaté

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

    May 12, 2026 · 54 min · Full transcript

  4. Ep 35 · Andy Marshall

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

    Apr 27, 2026 · 1 hr 9 min · Full transcript

  5. Ep 34 · Eve Peeterson

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

    Apr 8, 2026 · 53 min · Full transcript

  6. Ep 33 · Dakota Simpson

    Why Founders Don’t Succeed Alone | Dakota Simpson

    Mar 18, 2026 · 22 min · Full transcript

  7. Ep 32 · Stephanie Johnson

    Operational Debt Is Slowing Your Company | Stephanie Johnson

    Mar 11, 2026 · 7 min · Full transcript

  8. Ep 31 · Amy Henderson

    Strategic Alignment of Talent, Tech & Data | Amy Henderson

    Mar 4, 2026 · 10 min · Full transcript

  9. Ep 30 · Meg Chamblee

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

    Feb 25, 2026 · 22 min · Full transcript

  10. Ep 29

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

    Feb 18, 2026 · 13 min · Full transcript

  11. Ep 28

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

    Feb 11, 2026 · 18 min · Full transcript

  12. Ep 27

    Why the Future of Entrepreneurship Starts in Schools

    Feb 4, 2026 · 16 min · Full transcript

  13. Ep 26 · Jon Hilton

    Why AI Strategy Fails Before It Starts | Jon Hilton

    Jan 28, 2026 · 16 min · Full transcript

  14. Ep 25

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

    Jan 21, 2026 · 11 min · Full transcript

  15. Ep 24

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

    Jan 14, 2026 · 26 min · Full transcript

  16. Ep 23 · Mark Blaze

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

    Jan 7, 2026 · 12 min · Full transcript

  17. Ep 22

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

    May 22, 2025 · 53 min · Full transcript

  18. Ep 21

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

    May 15, 2025 · 1 hr · Full transcript

  19. Ep 20 · Matthew Joynes

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

    May 8, 2025 · 55 min · Full transcript

  20. Ep 19

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

    May 1, 2025 · 1 hr · Full transcript

  21. Ep 18

    Start Paralleling: Mark Cleveland on Multiplying Your Impact

    Apr 24, 2025 · 11 min · Full transcript

  22. Ep 17

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

    Apr 17, 2025 · 58 min · Full transcript

  23. Ep 16

    From EdTech to CyberTech: Justin’s Parallel Entrepreneur Path

    Apr 10, 2025 · 1 hr 9 min · Full transcript

  24. Ep 15

    The Human Side of Hustle Ft Robert Hartline

    Apr 3, 2025 · 1 hr 1 min · Full transcript

  25. Ep 14

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

    Mar 27, 2025 · 1 hr 1 min · Full transcript

  26. Ep 13

    Mastering Leadership, AI, and Organizational Alignment Ft John Farkas

    Mar 20, 2025 · 45 min · Full transcript

  27. Ep 12

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

    Mar 13, 2025 · 52 min · Full transcript

  28. Ep 11

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

    Mar 6, 2025 · 43 min · Full transcript

  29. Ep 10

    How Caitlin MacGregor is Unlocking Human Potential with Plum.io

    Feb 27, 2025 · 1 hr 8 min · Full transcript

  30. Ep 9

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

    Feb 20, 2025 · 41 min · Full transcript

  31. Ep 8

    The Journey of FreightWaves Ft Craig Fuller

    Feb 13, 2025 · 1 hr 9 min · Full transcript

  32. Ep 7 · Nitin Rai

    Small ideas that turned into big wins | Nitin Rai

    Feb 6, 2025 · 46 min · Full transcript

  33. Ep 6 · Roger Brown

    His repeatable playbook for building and selling companies | Roger Brown

    Jan 30, 2025 · 41 min · Full transcript

  34. Ep 5 · Jason Putnam

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

    Jan 23, 2025 · 54 min · Full transcript

  35. Ep 4 · Francisco Gonzalez

    Building Fearless Journeys from the ground up | Francisco Gonzalez

    Jan 16, 2025 · 41 min · Full transcript

  36. Ep 3 · John McDonald

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

    Jan 9, 2025 · 1 hr 3 min · Full transcript

  37. Ep 2 · Ania Rodriguez

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

    Jan 3, 2025 · 42 min · Full transcript

  38. Ep 1 · William Klehm

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

    Dec 6, 2024 · 1 hr · Full transcript

← Back to home