A fractional CTO who owns the decisions that are expensive to get wrong

Fractional CTO · AI-augmented

When a fractional CTO is the right call

You probably need CTO-level judgment, but not a full-time CTO, if:

  • You're making architecture, vendor, or build-vs-buy calls nobody on the team can confidently evaluate.
  • Your roadmap keeps slipping and no one can explain why in business terms.
  • An AI initiative stalled, or AI spend is climbing with no clear return.
  • You're heading into a raise, an acquisition, or a customer security review.
  • You have a small engineering team (often under ~15 engineers), and there isn't yet a full-time CTO's worth of work, or the budget to justify one.

If you do have a full-time CTO's worth of work, and the budget for it, hire full-time. I'll help you do that well (see "When it's time to hire full-time" below).

What I own, and what I advise on

A fractional CTO who only does "strategy" is a consultant with a different title. I work in three modes:

  • Strategy: direction and the high-stakes calls.
  • Hands-on: in the architecture, the hard technical decisions and the review of what gets built, not just talking about it.
  • Team: hiring, unblocking, leveling people up.

I own the decisions that are expensive to reverse: core architecture, build vs buy, security and compliance posture, key engineering hires, AI strategy, roadmap trade-offs. I advise and coach on the day-to-day, so your team gets better at those calls itself.

What I deliberately don't do: daily code review, sprint management, or hands-on production coding. I set the architecture and direct the build; I don't replace your lead developer.

What "AI-augmented" actually changes

AI does the reading, scanning and first-draft grind at a scale no human can match: a whole codebase reviewed in days, specs drafted in hours. A human makes the judgment calls. That's the whole idea: AI doesn't replace your CTO, it reprices one. You get more senior coverage per hour than a fractional CTO working the pre-AI way.

The proof is a real build, not a slide. I built Pilot for Trades, a full field-service platform, solo in about six months, directing specialized AI roles across multiple models: ~250,000 lines of code, ~8,000 automated tests. It's an R&D build, never released, with no customers, by design. → See the receipts

And I'm the adult in the room on AI itself. I'll tell you where it genuinely speeds your team up, and where it quietly creates debt, security holes and false confidence when no one owns the standards.

How it starts, and the gears you can shift between

  1. Free: AI-First Readiness Scorecard. About 4 minutes, 18 questions, six dimensions. → /scorecard
  2. The way in: AI-Augmented Technology Diagnostic. Fixed scope, about one week. You get a written, prioritized plan you own whether or not we go further.
  3. Ongoing CTO leadership, right-sized. "Fractional CTO" is the umbrella for four gears. You change gears as your needs change:
GearWhat it isTypical fit
CTO on CallA senior sanity-check on demand for the expensive-to-reverse callsEarliest-stage founders
AdvisoryRoadmap, architecture, the investor/board technical storyTeams that need senior judgment at key moments
Embedded (flagship)Owns architecture and the roadmap, directs the AI-augmented build, translates tech for the boardFunded startups below the full-time-CTO threshold
InterimNear-full-time through a transition, a critical build, or a hiring gapSee /interim-cto

Pricing is matched to the gear and your stage, with no public rate card. We settle specifics on a short scoping call. → How I work · What a fractional CTO really costs

Fractional vs full-time vs dev shop (comparison table)

Full-time CTOFractional CTO (AI-augmented)Dev shop / agency
Cost$350–500K all-in, plus equity and ramp timeMonthly fee, a fraction of a full-time hireBilled for build hours
Owns architecture and tech decisionsYesYesRarely; they build what's specified
Aligned with your long-term interestYesYes, and paid to make itself less necessaryPaid for more build
Speed to startMonths to hireDaysWeeks
Best whenThere's a full CTO's worth of workYou need the judgment before you can justify the salaryYou know exactly what to build and need hands

→ Full comparison: Fractional CTO vs Full-Time vs Dev Shop vs Agency

Why me

30 years building and leading engineering organizations · teams scaled from a handful to 150+ · multiple acquisitions · SOC 2 Type II across multiple SaaS platforms (Beyond Commissions; 6th Street / CloudQix) · systems handling 3B+ transactions/day · regulated, reliability-critical industries (insurance, healthcare, government, finance, media). → About Tom · Results

When it's time to hire full-time

That's often the goal. A healthy fractional engagement makes me less necessary over time. I help define the role, evaluate candidates and hand off cleanly. → How fractional leadership sets you up to hire a full-time CTO

Frequently asked questions

Not sure where your technology stands?

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