Fractional CTO

CTO-Level Engineering Leadership, Augmented by Agents

You get senior architecture decisions, engineering strategy, and shipped code — augmented by AI agents that extend what one person can deliver. At a fraction of the cost of a full-time hire.

Built for funded teams shipping AI into production.

The Problem

You need engineering leadership. The usual options each come with a real cost.

The full-time hire

Hiring a full-time CTO takes 3-4 months and costs $250K+/year plus equity. Your backlog grows while you search.

The consultancy

Consultancies charge $150-200/hour with unpredictable monthly spend and no skin in the game.

The go-it-alone build

Your team ships an AI feature that works in staging and falls apart with real users. That's a judgment gap, not a tooling gap — knowing what to verify, what not to trust, and what breaks once the happy path ends.

The Model

I provide CTO-level engineering leadership — architecture, strategy, code review, technical direction. AI agents handle the mechanical work: scaffolding, tests, refactoring, documentation. I review every change.

You get staff-level decisions and shipped code, faster than a hire and cheaper than a consultancy. The agents extend what I can deliver, not replace judgment with output.

The word that matters is augmented. Agents get me more done in a day — they don't do junior work on the side. Every decision, every tradeoff, every merged change goes through my judgment.

The Background

0 → 50+

Engineering team scaled as CTO at Buoy Software

FDA

Cleared medical device software shipped — 510(k) BK231004

15+ yrs

Building production software under real constraints

I was CTO at Buoy Software, where I grew the engineering team from 0 to 50+ and shipped FDA-cleared medical device software. The discipline that gets software through FDA clearance — knowing what to verify, what to prove, and what breaks under real use — is the same discipline that gets AI features past the demo.

Today I build production AI systems daily and publish the workflows, evals, and failures in public. You can check the work before we ever talk.

How It Compares

OptionMonthly CostFirst DeliveryCommitment
Full-time CTO$20K+ + equity3-4 months12+ months
Consultancy$15-25K (variable)2-4 weeksProject lock-in
Damian — Fractional CTO$15K–$60K/month1-2 weeksMonth-to-month

Most engagements start with a 2-week Foundation Sprint at $12K flat — a smaller commitment that validates fit on both sides before either of us signs up for a retainer.

What's Included

  • Architecture decisions and technical direction
  • Code review and quality standards
  • Engineering strategy and roadmap input
  • Shipped code — features, fixes, hardening
  • AI stack evaluation and consolidation (cost controls, tool selection)
  • Team workflow review (PR process, CI/CD, deploy pipeline)
  • Weekly sync calls to adjust priorities

Who This Is For

Good fit

  • Funded engineering teams (seed–Series B) that need senior judgment but can't justify a full-time CTO
  • Technical founders making architecture decisions alone
  • Teams whose AI stack grew organically and needs hardening, evals, and observability
  • Regulated/high-stakes environments where AI has to actually work

Not a fit

  • Teams wanting extra hands to grind tickets
  • "Add AI to everything" consulting
  • Projects without clear user value
  • Pre-seed teams without budget for senior engagement

How It Works

1

Intro call

30 min

Understand your stack, team, and what's blocking you.

2

Foundation Sprint

2 weeks · $12K flat

Architectural assessment + one shipped piece. Paid trial for both sides.

3

Ongoing retainer

$15K–$60K/month

Direction reset every two weeks, 30-day notice.

For context: most solo fractional CTO retainers cluster around $5K–$15K/month. This range sits above that because the engagement includes shipped, reviewed implementation — not advisory hours alone. That's what the agents change about the economics.

Frequently Asked Questions

What's your background as a CTO?

I was CTO at Buoy Software, where I grew the engineering team from 0 to 50+ and shipped FDA-cleared medical device software (510(k) BK231004). Before and since: 15+ years building production software, including regulated environments, and daily hands-on work shipping AI systems into production.

How is this different from staff augmentation?

Staff augmentation gives you more hands. This gives you engineering leadership that owns technical direction, augmented by agents to ship faster. You get judgment and output, not just output.

How do agents fit in?

Agents handle the mechanical parts of engineering: scaffolding, tests, refactoring, documentation. I review every change. The agents extend what I can deliver in a week, but every decision goes through my judgment.

What if we already have a CTO?

I work alongside your existing CTO as a force multiplier, not a replacement — second opinion on hard calls, help sorting out which AI tools are worth keeping, and hands-on coding when you need it.

Do we need to be using AI tools already?

No. Part of the engagement is helping you adopt the right AI tooling for your team and codebase.

What does the Foundation Sprint produce?

A written architectural assessment and one shipped foundation piece: eval framework, conventions doc, migration plan, or rollout playbook.

Get Engineering Leadership That Ships

Book a free 30-minute intro call. We'll look at your stack, your team, and what's blocking you — and I'll tell you honestly whether this is the right fit.

No pitch. No pressure. Just a conversation about your engineering.

Not ready yet? Stay in the loop.

Practical insights on production AI, engineering leadership, and shipping with agents.

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