Technology leadership for PE-backed and mid-market companies navigating M&A, digital transformation, and AI adoption. 30+ years. 30+ integrations. Results you can point to.
After 30 years in IT, I've learned that the only constant is change… and that someone will always ask you to explain why the server room sounds like a jet engine.
I'm a technology executive who has spent more than three decades doing one thing well: walking into complexity and building clarity. ERP migrations. M&A integrations. Digital transformations. Building IT organizations from scratch and watching them scale to support thousands of people across hundreds of locations.
But the thing that actually drives me isn't the technology. It's the people. I've hired server technicians from restaurant floors, food service workers into security management roles, and helpdesk techs screamed at by their bosses into operations managers leading their own teams. The work has always been about seeing what others miss.
I was diagnosed with ADHD later in life — a revelation that explained decades of my life. Forty years of patterns suddenly made sense. The hyperfocus, the pattern recognition, the need for chaos to feel alive — turns out those weren't liabilities. They were the whole operating system.
I've published two books in 2026: Flying Without Instruments — a memoir on ADHD, leadership, and finding your wiring — and The Governance Gap: What Happens When AI Adoption Outpaces Accountability, a guide for organizations navigating AI transformation responsibly. I'm currently completing an MBA in Artificial Intelligence through the University of East London, building BuildYourKemosabe.com — an AI literacy program for real people — and serving as Chairman of the Sidewalk Institute.
When I'm not thinking about any of that, you'll find me on the trails in Chisos (my Azure Gray Bronco), on the water, or being outwitted by three grandchildren under the age of four.
"Build things worth keeping. Develop people worth knowing. Leave a trail worth following."
— The operating philosophyMid-market and PE-backed companies need senior technology leadership — but not always a full-time hire. I provide strategic CIO-level guidance at the engagement level that fits your stage.
Build a technology roadmap that aligns with your business goals — not the vendor's. Governance frameworks, investment prioritization, and multi-year planning.
30+ integrations completed with a repeatable playbook. Day-one readiness, system consolidation, team integration, and post-close optimization. This is rare expertise.
From roadmap to implementation. AI readiness assessment, vendor selection, workflow automation, staff training, and governance frameworks that protect the organization — not just the technology. Author of The Governance Gap. I wrote the book on this. Literally.
Led large-scale digital transformations from concept through adoption. Change management, stakeholder alignment, and the unglamorous work that actually makes it stick.
NIST and DFARS compliance expertise. Government contractors and defense-adjacent organizations pay a premium for this — because it matters and few people know it well.
Two enterprise ERP migrations completed. I know what the vendors don't tell you, what the consultants get wrong, and how to protect your team through the transition.
Built and led the technology organization through rapid growth, integrating 30+ acquisitions across 100+ locations over several years. Established repeatable M&A playbook still in use today.
Hired and developed a technology team from 1 to 18 professionals supporting a distributed national footprint. Implemented governance, security, and infrastructure from ground up.
Designed and implemented compliance infrastructure for government contracting requirements. Enabled the organization to pursue and win federal contracts previously out of reach.
Most fractional CIOs have done 2–5 integrations. I've done 30+. Let's talk about what that experience could mean for your company.
Schedule a Discovery CallAI literacy for real people. Know your Shadows. Build your Blueprint. Activate your Kemosabe.
Slow Down. Wander More. Enjoy Life. Lifestyle content, Bronco adventures, and stories from the road.
Technology and resources for disadvantaged communities. Meaningful impact without the overhead.
Courses built for the way your brain works. AI literacy, ADHD tools, faith-based frameworks, and the full BYK curriculum.
Certified ADHD and Neuroscience coaching for the way your brain actually works. Practical tools, real results.
30+ years of M&A integration, digital transformation, and technology leadership. The professional record.
A memoir on ADHD, leadership, and flying without a manual for 40 years. The story behind the operating system.
What happens when AI adoption outpaces accountability. The essential guide for organizations navigating AI transformation responsibly.