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Cyber Security

Assessments that survive contact with the people who have to fix them.

Most assessment reports fail at the same place: the finding is correct, the evidence is thin, the owner is unclear and nobody can say what “fixed” looks like. I wrote a long series that didn't — assessments good enough that underwriters priced capacity off them — and then moved on to building the tooling that makes the careful version repeatable without me in the building. Security assessment, gap analysis and remediation roadmaps, delivered across insurance, legal and regulated environments and aligned to the frameworks an organisation is accountable to — written so engineering can act on every finding without a translation layer, and now largely productised.

The work

Six things I've been asked to do, repeatedly.

01

Assessments

Structured review against NIST CSF 2.0, C2M2, CIS 18 or ISO/IEC 27001 — evidence-based, sampled where sampling is honest, and explicit about what wasn't looked at.

Findings carry evidence, owner, cost band and a definition of done.

02

Gap analysis & roadmap

Where you are, where the framework says you should be, and the shortest sequence of moves that gets you there without a 14-month transformation programme.

Ordered by curve movement per dollar, not by which control is easiest to tick.

03

Third-party review

The security questionnaire your vendor sent you, answered with judgement instead of dread — plus the two follow-ups that actually matter.

Includes the “this answer is a red flag” translation service.

04

Architecture & design review

A second pair of eyes on the design before it's a migration: identity, segmentation, backup topology, cloud boundaries, and the paths an attacker would prefer.

Feedback delivered as options with consequences, not preferences.

05

Hardening sprints

Hands-on, side-by-side work on the top findings — baseline changes, detection coverage, privileged access cleanup — with the changes written down as you go.

For teams that want the gap closed, not just documented.

06

Tabletops that aren't theatre

Scenario walkthroughs using your real topology, your real vendors and a moderator who will not let the room agree too quickly.

Output: who decides what, discovered before the incident does.

Frameworks

I speak these fluently — including their weaknesses.

Choosing a framework is a governance decision, not a safety one. Here's the honest trade-off sheet.

FrameworkGenuinely good atWhat it won't tell you
NIST CSF 2.0A shared vocabulary across board, IT and audit; governance got its own function.Which of its outcomes deserve your money first.
C2M2Granular maturity for OT/ICS, where “we have a firewall” means something different.Nothing — it will make you read your own SCADA diagrams.
CIS Controls 18Prioritised, prescriptive, implementable on Monday morning.That prescriptive is not the same as appropriate.
ISO/IEC 27001An auditable management system that outlives staff turnover.That a certificate has never once stopped an intrusion.
Essential EightBrutally clear prioritisation, especially for Australian estates.Where the arguments start: maturity level 1, usually.

Happy to assess against a framework you're already contractually tied to, however eccentric. I'll be quiet about it. Once.

Assessments can be delivered against whatever framework is already mandated — by contract, by a regulator, or by internal policy.

How an assessment runs

Evidence, interviews, then a number.

Scope & evidence request

One list, sent once. If it takes you more than a week to gather, my list was wrong.

Interviews

The people who run the systems, not the org chart. Short sessions, no slide decks requested.

Technical review

Configuration, identity paths, backup topology, logging coverage — sampled and documented.

Findings & severity

Each with evidence, blast radius and a severity expressed in what it would cost, not how scary it sounds.

Roadmap

Sequenced by cost and curve movement, with a re-test plan so closure is provable.

What comes out the other end

  • Findings register — evidence, owner, cost band, definition of done
  • Framework scoring with the reasoning visible
  • Prioritised roadmap, two horizons, no 14-month transformation
  • Executive summary that fits on one page
  • The raw notes, because transparency is cheap and builds trust
[i]
Assessment findings feed straight into the quantification model — a gap should arrive with a dollar range attached, or it's just homework.
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Nothing is for sale here — no tools, no licences, no “awareness platforms”. If a recommendation smells like a commission, assume I'm wrong and ask anyway.
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No tools, licences or platforms are offered from this site. Recommendations carry no commercial relationship with any vendor.

Two trades

Assess it, or quantify it — sometimes both.

Assessment answers “what's wrong”. Quantification answers “so what”. They're sharper together and useful apart.