Michael D. Penn

At Charter Communications I built order automation systems that doubled online sales. At Wells Fargo and Centene I architected enterprise platforms handling operations at scale. For 13 years I've built and modernized an AI-powered sports contract management system for WME Agency — an Endeavor Company — that serves USA Today and sports attorneys nationwide. When HRTrainingClasses.com was founded I helped scale it from $20K to $130K in monthly revenue in under a year. Today, CriticalThink HR is establishing market leadership in SHRM certification prep with 7,000+ scenario-based exam items and a proprietary methodology that no competitor has matched.

Different industries. Different problems. Same underlying move every time: find the domain where real expertise lives in people's heads and manual processes, understand it deeply enough to encode it, then build the AI-native infrastructure that makes it scalable and defensible.

Looking back, I can see how God was preparing me through every season — even the ones that didn't make sense at the time. Each role sharpened a different skill. Each challenge refined my judgment. It wasn't random; it was preparation.

I combine 31 years of enterprise systems experience, dual senior HR certifications (SPHR, SHRM-SCP), and deep AI architecture capability across LLM integration, RAG systems, and document intelligence. That combination — domain authority plus technical depth — is rare. And it's exactly what's required to build platforms that don't just automate work but encode judgment.

I believe every person is created with a God-given purpose — and that when you align your work with that purpose, something powerful happens. The right systems in the right hands don't just create businesses; they create freedom — the kind of freedom that comes from knowing you're building what you were designed to build. That's the "Total Freedom" in Total Freedom Life. My job is to bring world-class execution to the vision God gave you.