Picture of a bearded, red-haired man outdoors in a wooded setting with wildflowers, wearing a blue plaid shirt.

Consulting CTO

Agentic AI • Third Generation Blockchain • Executive Coaching

Services

CTO Coaching

Did you start your first day by looking up "CTO" on Wikipedia?

I've been there. My time as CTO of Fog Creek Software—and years of coaching CTOs since—taught me that the leap from engineer to exec is real. You're suddenly at the table with sales, marketing, finance, strategy, legal, ops, and the rest of the executive team. You're still deep in the engineering world, but now you need to understand how the rest of the company works and how it all fits together. It's a lot.

There's no one handbook for this. But we can chat it through and problem-solve together.

Board Positions, Advisory Roles, & Angel Investing

I want to plant a trillion trees. What's your ambition?

I'm open to board and advisory positions on a case-by-case basis. I also do limited angel investing coupled with those positions. Reach out to me if you think I can make a difference in your trajectory. I give special preference to companies working on ecology, energy, or social good.

Expertise

Agentic AI Strategy

Building Intelligent Products

With hands-on experience building AI-powered simulation platforms at HASH, I help startups:

  • Design AI product architecture and select the right models and frameworks.
  • Build agent-based systems and multi-agent architectures.
  • Navigate challenges in AI infrastructure, deployment, and scaling.
  • Integrate LLMs and other AI technologies into your product.

Third Generation Blockchain & Web3 Architecture

Designing Decentralized Systems

I guide startups through the blockchain landscape:

  • Design robust blockchain architectures and select appropriate protocols.
  • Build smart contracts and decentralized applications (dApps).
  • Evaluate Web3 technologies and develop integration strategies.
  • Navigate complex technical and regulatory considerations.

Startup Executive Coaching

Building & Scaling Engineering Teams

Drawing from my experience as a CTO and co-founder, I advise on:

  • 0-to-1 product development and foundational technical decisions.
  • Technical diligence and pitch preparation for fundraising.
  • Building and scaling high-performing engineering teams and cultures.
  • Navigating pivots, acquisitions, and strategic growth challenges.