Meet Craig Dickerson

Applied AI practitioner. Enterprise transformation veteran. Educator.

Craig Dickerson

The short version

Craig Dickerson spent 18 years in enterprise consulting — 6 years at Deloitte advising C-suite executives, 12 years at Harvard Business Impact designing and delivering transformation programs for Fortune 500 organizations. His background is in operations and finance, which means he sees AI through the lens of process, systems, and measurable value — not through the lens of the most impressive demo.

He founded Fithian because he kept seeing the same gap: organizations that had access to powerful AI tools but couldn't figure out where those tools created real value, and teams that could use ChatGPT but couldn't think critically about what it produced.

Craig doesn't just advise on AI transformation. He runs the same systems he recommends — agent infrastructure, knowledge systems, automated workflows. The advice comes from practice, not theory.

The longer version

Deloitte Human Capital

6 years | C-Suite Advisory

Led digital transformation engagements for Fortune 500 organizations. Learned that the $10M project that tried to do everything at once always failed, while the $50K pilot that solved one real problem simply changed everything.

Harvard Business Impact

12 years | Principal Learning Partner

Designs and delivers transformation programs for organizations navigating change at scale. Currently leading AI transformation initiatives. Built the AI Community of Practice that teaches context engineering and intent engineering to 50+ professionals.

Fithian

Founder

Translates enterprise AI transformation methodology into practical frameworks for individuals and mid-market organizations. Builds and runs AI agent infrastructure, knowledge systems, and automated workflows — proving the concepts before teaching them.

The Fithian Philosophy

"Building AI tools is becoming a commodity. Knowing which tools to build — and why — is the skill that compounds."

This is why we teach judgment, not just technique.

"We don't sell technology. We sell clarity about where AI creates value in your specific situation."

Every engagement starts with understanding, not building.

Practitioner, not theorist

Craig runs production AI systems daily — multi-agent infrastructure, knowledge management with 950+ files, automated research workflows, and AI-augmented client delivery. When he recommends an approach, it's because he's tested it in his own work first.

950+
Files in Open Brain knowledge system
Multi-Agent
Production AI infrastructure running daily
50+
Professionals trained in AI CoP sessions

Let's talk about where AI fits in your work.

No pitch. No pressure. Just a conversation about your specific situation.