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

Consulting CTO

AI-Augmented Engineering • Agentic AI • Executive Coaching

Services

AI-Augmented Engineering Training

Turn AI coding tools into a team-wide practice.

AI coding assistants and agents are changing how software gets built, but most teams adopt them unevenly. I train engineering teams to work effectively with them: choosing and configuring tools, structuring codebases and context so agents do good work, reviewing AI-generated code with the right rigor, and building the shared habits that turn individual experiments into a reliable team practice.

Fractional & Interim CTO

Senior technical leadership, without the full-time hire.

I step in to set technical direction, make foundational architecture decisions, and build the engineering team that will carry the work forward. Engagements range from a focused architecture review to several weeks embedded with your team.

CTO & Executive Coaching

For technical leaders stepping into the executive role.

The move from engineer to executive is a real transition. A CTO sits at the table with sales, marketing, finance, legal, and operations while remaining accountable for engineering. Drawing on my tenure as CTO of Fog Creek Software and years of coaching CTOs since, I help leaders build the judgment, relationships, and operating rhythm the role demands.

Board Positions & Advisory Roles

Long-term partnership with ambitious companies.

I accept board and advisory positions on a selective basis, and make limited angel investments alongside them. I give preference to companies working on ecology, energy, and social good.

Expertise

Agentic AI Strategy

Building Intelligent Products

Informed by hands-on work building AI-powered simulation platforms at HASH:

  • AI product architecture, and selection of models and frameworks.
  • Agent-based and multi-agent system design.
  • AI infrastructure, deployment, and scaling.
  • Integrating LLMs into existing products.

Third Generation Blockchain & Web3

Designing Decentralized Systems

Informed by engineering work at Chia Network:

  • Blockchain architecture and protocol selection.
  • Smart contract and decentralized application design.
  • Evaluation and integration strategy for Web3 technologies.
  • Technical, security, and regulatory trade-offs.

Engineering Leadership

Building & Scaling Teams

Informed by experience as a CTO and co-founder:

  • 0-to-1 product development and foundational technical decisions.
  • Technical diligence and fundraising preparation.
  • Hiring, scaling, and culture for high-performing engineering teams.
  • Pivots, acquisitions, and strategic growth.

Engagement & Rates

Hourly
$800
Advisory calls, coaching, and technical reviews.
Daily
$5,000
Team training, workshops, architecture reviews, and diligence.
Weekly
$20,000
Embedded fractional or interim CTO work.
  • All rates in USD, plus expenses, and subject to availability.
  • Board and advisory compensation can be structured in equity.
  • Discounted rates are available for charitable causes.

Gift Economy

Some folks need a price point to engage, others just need a helping hand. Here's a helping hand. Wherever you are in your career, please feel free to reach out and if I can help in some small way, I will. I've made many great connections over coffee.

Get in Touch

Tell me a little about your company and what you need. I typically reply within one business day.