IT Risk & Cybersecurity Readiness – clear, practical picture of cyber risk for CEOs and boards.
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IT Risk & Cybersecurity • For CEOs & Owners • Plain-English

IT Risk & Cybersecurity
Readiness Assessment

A focused, vendor-neutral look at your current cybersecurity posture – the controls you have, the gaps that matter most, and the short list of actions that will move the needle fastest. Built for CEOs and owners who need a clear, non-technical picture they can share with boards, lenders and insurers.

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You keep your existing MSP and security tools. We give you an independent, plain-English view of risk and readiness.

What you walk away with
  • ✔ Current-state picture of your security posture in plain English.
  • ✔ Clear list of critical, high and medium risks.
  • ✔ Prioritized actions that are realistic for 5–500 staff environments.
  • ✔ Short, board-ready summary that you can re-use with stakeholders.

No 100-page compliance report. Just a practical snapshot of where you stand and what to fix next.

See Detailed Deliverables

What’s included in the Cybersecurity Readiness Assessment

Scoped for SMBs with roughly 5–500 staff, with at least one IT provider or internal IT resource. The goal is not perfection – it’s a clear, prioritized view of risk and practical next steps.

1. Current-state cyber posture snapshot

We review your existing controls, tools and habits to build a simple current-state picture:

  • ✔Identity & access (logins, MFA, admin accounts)
  • ✔Email & phishing protections
  • ✔Endpoint protection & patching discipline
  • ✔Backups, disaster recovery and restore testing
  • ✔Remote work, VPNs and supplier access

2. Risk register with critical / high / medium items

You get a practical risk list that separates “noise” from the issues that really matter:

  • ✔Critical items – must address quickly to avoid serious impact
  • ✔High risks – important but can be phased into roadmap
  • ✔Medium risks – watch list and good housekeeping items

3. “Reasonable steps” checklist for SMBs

We map your status against a pragmatic baseline of “reasonable steps” for organizations in the 5–500 staff range:

  • ✔MFA, backups, patching and logging expectations
  • ✔User awareness and leadership responsibilities
  • ✔Vendor and third-party risk basics

4. Board-ready, plain-English summary

You receive a short, plain-English summary you can use with boards, lenders and insurers:

  • ✔Where you are now and why it matters
  • ✔Top 5–7 risks in business terms, not jargon
  • ✔Clear “next three moves” with rough timing

Who this assessment is designed for

Good fit if:

  • ✔You’re a CEO, owner or MD accountable for cyber risk.
  • ✔You have 5–500 staff and at least one IT provider or internal IT resource.
  • ✔You need a clear story for boards, lenders or insurers.
  • ✔You want independent, vendor-neutral guidance.

Probably not a fit if:

  • You’re looking for a detailed compliance certification or penetration test only.
  • You want a cheap quote on security tools rather than independent advice.

How it typically runs

  1. Scoping call (60 mins) – understand your size, sectors, IT setup and key concerns.
  2. Light document & tool review – what you already have in place (policies, MSP contracts, key platforms).
  3. Interviews – brief conversations with your IT lead/MSP and one or two leaders.
  4. Analysis & draft findings – build risk register and “reasonable steps” comparison.
  5. Readout session (60–90 mins) – walk through findings and next steps with you.
  6. Final summary – board-ready short report you can reuse.

Most assessments are delivered within 3–5 weeks of kickoff depending on availability and scope.

Pricing & scope

Pricing is based on size and complexity, not on how much you spend on tools.

  • ✔ From $3,950 USD – typical for single-entity organizations up to ~75 staff.
  • ✔ Larger, multi-entity or regulated environments are scoped with you in advance.
  • ✔ Fixed-fee, with scope confirmed in writing before we begin.

If you’re part of the Executive IT Strategy Club (Growth or above), we’ll make sure this dovetails with your existing roadmap and reporting rhythms.

Next step

If this looks like the right level of depth, the simplest next step is a short call. We’ll confirm fit, discuss scope, and suggest the smallest engagement that makes sense.

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Give your board a clear, honest picture of cyber risk.

No jargon, no scare tactics. Just a practical assessment of where you stand and what to do next.

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