Oliver Church

Oliver Church

Fractional CTO for mid‑market companies

7 years running technology for a financial firm · Cybersecurity‑trained · Full‑stack builder

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Oliver Church, fractional CTO — AI-generated portrait, disclosed below
AI-generated portrait — made with my own pipeline, trained on my photos. Disclosing this is part of what I advise on.

The problem

Companies between 100 and 500 staff carry real technology risk — AI adoption, vendor bets, security exposure — without a senior technologist accountable for the decisions. The full‑time fix costs $300k+. Most don’t need it.

What I do

Fractional CTO,
on retainer

A deliberately small practice — a handful of retainer clients at 3–5 days a month each: technology strategy, vendor evaluation, AI adoption, security posture, hiring guidance.

Accountable for the decisions, not just the advice.

Short-term engagements

01

AI‑readiness audit

Where AI genuinely helps your business — and where it’s risk dressed as progress.

02

Vendor evaluation sprint

A rigorous, independent read on the claims before you sign.

03

Interim CTO cover

During a full‑time search — including evaluating your finalists.

04

Board advisory

A technologist in the room when the decision reaches the board.

Why me

Proof, not adjectives

  • 7 consecutive years as fractional CTO for a financial services firm — regulated environment, full decision accountability, never replaced.
  • Cybersecurity degree plus years of software engineering: I can evaluate vendor claims because I’ve built what they sell.
  • Read the case study →
Fractional CTO Financial services firm — regulated environment, full remit. [YEARS]–Present
Software Engineering Full‑stack engineering across product and infrastructure. [YEARS]

How I work

Accountable, not advisory

I own the technology decisions I make with you — not a slide deck of options.

I’ve built what they sell

Vendor claims get evaluated by someone who has written the software behind them.

Honest about fit

If you need a full‑time CTO, I’ll say so — and help you evaluate the candidates.

Common questions

Why not hire full‑time?

If you make 10+ significant technology decisions a quarter, you should — and I’ll help you evaluate candidates. Most companies your size don’t.

Where are you based?

I work remotely with clients across [TIMEZONES], with on‑site visits as agreed.

What does it cost?

Retainers from [RATE]/month depending on scope. A 20‑minute call tells us both whether it’s a fit.

Writing / Notes

What an AI-readiness audit actually looks like

JUL 2026 · Read note →

Fractional CTO vs full-time: count the decisions

JUL 2026 · Read note →

TurboQuant for GGML: 4.57× KV-cache compression in llama.cpp

MAR 2026 · Read note →

Twenty minutes tells us both whether it’s a fit.

Book a call