Building Systems That Scale

John C. Derrick

Fractional CTO
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John C Derrick

I'm a Fractional CTO who helps small businesses cut costs and scale operations through practical AI integration, workflow automation, and systems architecture. But I'm not just a technologist — I've sat in the CEO, COO, and CMO chairs. You hire a CTO. You get an executive team.

With 25+ years building platforms serving 15M+ annual visitors and multiple successful online properties, I don't sell theory — I build with AI tools every day from Oak Haven, my purpose-built workspace on 35 acres in rural South Carolina. This website? Built with the same workflows I bring to clients. Solo practitioner, AI-amplified.

Headshot Photo by: Aly Dove

Services & Expertise

From AI strategy to custom development, I offer practical systems architecture for businesses ready to scale without adding overhead.

Fractional CTO

Strategic technical leadership for small teams navigating AI adoption, architecture decisions, and technology roadmaps. A Full-Stack CTO who speaks business, not just code.

AI Strategy & Integration

Agentic workflows, RAG systems, and operational AI that multiplies productivity without adding headcount.

Web Development

Legacy modernization, custom platforms, email marketing systems, and affiliate monetization strategies.

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Proven Results

23+
Years Leading HawaiiGuide
15M
Annual Visitors
200K+
Email Subscribers Built
3M+
Software Downloads
Let's connect

Ready to Work Together?

Whether you need a Fractional CTO, AI integration, or systems architecture, I'm here to help turn your business challenges into systematic solutions.

Read The Logs (Blog)

Victoria is my business partner and wife. She handles client coordination so I can focus on delivering exceptional results.

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