# Charles Holmes IV

> Chicago-based MBA, operator, and AI strategist. Builds practical AI systems for small to mid-size businesses — no buzzwords, no theater. Also actively acquires established small businesses.

## About

Charles Holmes IV is a Chicago-based AI strategist and operator with an MBA. He builds and runs multiple businesses across AI implementation (Di-Hy Digital), federal government contracting (Lunula Supply), and personal brand consulting. He works with small to mid-size businesses to build AI systems that automate marketing, operations, and back-office work — designed around how each client's business actually operates.

He is also an active business buyer, acquiring established small to mid-size businesses with proven revenue and motivated sellers.

## Pages

- [Home](https://cholmesiv.com/): Overview of services, ventures, and personal brand
- [About](https://cholmesiv.com/about/): Background, story, why the work matters
- [Work With Me](https://cholmesiv.com/work-with-me/): AI strategy and implementation services for small to mid-size businesses
- [Portfolio](https://cholmesiv.com/portfolio/): Active ventures and client work
- [Acquisition](https://cholmesiv.com/acquisition/): Business acquisition criteria and process for sellers
- [Blog](https://cholmesiv.com/blog/): Field notes on AI, operations, and business
- [Contact](https://cholmesiv.com/contact/): Book a free 30-minute strategy call

## Recent posts

- [The 3 ChatGPT Resume Prompts That Helped Me Compete for $100K+ Roles](https://cholmesiv.com/ai-resume-prompts/)
- [AI Isn't Magic. It's Margin.](https://cholmesiv.com/ai-isnt-magic-its-margin/)