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Team learning and collaborating in workshop setting

See the methodology.Then let us apply it.

Our courses teach the operational discipline behind every Charter Oak engagement. Learn how we think. Then decide if you want us to execute.

Learn our approach. Then hire us to implement it.

Our courses teach the same methodology we use in client engagements. This isn't theory that sounds good in a classroom. It's the operational discipline that drives every diagnosis, every sprint, every transformation we deliver.

Shared language accelerates change

When your team understands the methodology, implementation moves faster. No time lost explaining concepts during execution.

Better decisions, fewer pivots

Teams that learn the framework make better calls during implementation. Less rework, fewer course corrections.

Capability that transfers

The skills stay with your organization. Your team can maintain and extend what we build together.

Current Courses

Orchestrating Intelligence

From scattered experiments to working systems.

Seven modules. One working prototype. Learn to assess hidden friction, build evidence-based business cases, design human-AI workflows, and create systems that sustain themselves. The methodology works with any AI platform because the approach matters more than the tool.

Start the Course

Build Your First Website with Claude Code

From idea to live site—without writing code yourself.

Twelve modules. One professional website. Learn to direct Claude Code as your AI programming partner. Build a production-ready site with a design system, responsive layouts, animations, backend functionality, and automated testing. You make the creative decisions; Claude Code implements them.

Start the Course

Coming Soon

Additional courses on operational diagnostics and execution systems are in development.

Ready to skip ahead?

Some companies prefer to let us apply the methodology directly. Start with diagnosis and we'll identify exactly what needs to change.

One methodology. Four ways to learn it.

Self-Guided

For individual contributors who want to learn at their own pace. Complete course access, structured exercises, downloadable templates.

$650/person

Lifetime access

Best for: Individual skill-building/self-paced learning

In-Person Workshop

For teams working through shared challenges together. Two intensive days of hands-on learning, applied to your actual operations.

From $5,000

2 days

Best for: Team alignment on specific problems

Executive Retreat

For leadership teams aligning on AI strategy before deploying resources. Condensed methodology, emphasis on organizational readiness.

From $13,000

1 day

Best for: Strategic clarity before investment

Hybrid Program

For organizations building lasting capability. Combines self-guided learning, live cohort sessions, and applied projects.

From $5,000

8 weeks

Best for: Organization-wide capability building

Who This Is For

Our courses are for you if...

  • +You're responsible for making AI actually work in your organization—not just running experiments
  • +You've watched promising pilots fade because no one owned the long-term
  • +You need to build a business case that earns budget, not just applause
  • +You want your team to gain capability that stays when the training ends

They might not be right if...

  • You're looking for a survey of AI tools and platforms (we're tool-agnostic by design)
  • You want inspiration without implementation
  • You need results next week (this is a discipline, not a shortcut)
Colin Darling

Colin Darling

Founder, Charter Oak Strategic Partners

Operations architect and systems designer with more than 20 years building load-bearing operating systems across high-volume, high-standards environments. He helped architect Apple's trade-in programs at Phobio, built the operating backbone that enabled Phobio's global scale, and co-founded Assembly, a marketplace that surpassed $250M GMV on the strength of its systems.

He founded Charter Oak for companies at an inflection point (growth, contraction, or transition) where the systems that got you here won't get you there. These courses distill what he's learned helping leadership teams clear structural debt and build for a human-led, AI-accelerated future.

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Ready to build capability that stays?

Most companies start here, then engage us for implementation. See the methodology. Build your team's understanding. Then let us apply it to your specific challenges.

Not sure where to start? Let's talk.