Episode notes
Why do AI initiatives often stall? What does it take to build AI strategies that scale inside real businesses? What does responsible, human-centered AI look like in practice?
In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland sits down with Jon Hilton, Shareholder-in-Charge of the LBMC AI Practice, to address these questions.
Jon brings a rare mix of experience, enterprise data science, large-scale digital transformation, and leadership forged through military service. From this conversation with Jon, you'll learn:
- Where AI strategy usually breaks down
- How to move from pilots to production without chaos
- Why clarity beats complexity every time
- The leadership mindset required to scale AI responsibly
- This conversation is for executives, founders, and operators who want results, not hype.
Related listening: for a real-world look at AI moving from pilot to production, hear how Sonora founder Spencer Handley replaced his company's SaaS stack with AI agents in The AI Skill Every Working Adult Needs to Learn.
ABOUT OUR GUEST Jon Hilton helps organizations turn AI from an experiment into a scalable capability. As Shareholder-in-Charge of LBMC's AI Practice, he works with leadership teams to define practical AI strategies, identify where automation and intelligence actually create value, and build systems that can scale responsibly across the organization. A data scientist by training with experience at ExxonMobil and EY, Jon brings a disciplined, execution-first perspective shaped by enterprise environments and military leadership. His work focuses on helping leaders make better decisions about when to use AI, where to apply it, and how to do so without creating risk, chaos, or wasted investment. Follow Jonathan on LinkedIn
ABOUT THE HOSTS Follow Mark on LinkedIn — Managing Director at Kensington Park Capital, entrepreneur, M&A advisor, and host of the Parallel Entrepreneur Network.
Follow Johnnyonbrand on LinkedIn — Nashville tech leader, GNTC board member, Entrepreneur-in-Residence at the EC, and host of The Impodsters™.
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