IT Risk & Cybersecurity Readiness – clear, practical picture of cyber risk for CEOs and boards.
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.

Typical investment: from $3,950 USD for single-entity organizations up to ~75 staff.

What this gives you (in CEO language)
  • 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 you can reuse with stakeholders.

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

What’s included in the Cybersecurity Readiness Assessment

Scoped for SMBs with roughly 5–500 staff and 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.

  • Current-state cyber posture snapshot across identity, email, endpoints, backups and remote access.
  • Risk register with critical, high and medium issues in business language.
  • Comparison against a pragmatic “reasonable steps” baseline for organizations your size.
  • A short, board-ready summary that explains where you stand and what to do next.

Output is delivered in plain-English documents and visuals suitable for leadership, boards, lenders and insurers – not a 100-page compliance report nobody reads.

Typical scope & investment

For a typical SMB environment (single entity, up to ~75 staff):

  • Scoping call and light document / tool review
  • Interviews with IT lead/MSP and one or two leaders
  • Draft risk register and “reasonable steps” comparison
  • Readout session + final board-ready summary

From $3,950 USD for single-entity environments up to ~75 staff.

Larger, multi-entity or more heavily regulated environments are scoped with you in advance. All work is fixed-fee with scope agreed before we begin.

How the Cyber Readiness Assessment works

1

Scoping & intake

We confirm size, sectors, IT setup and key concerns. You share high-level diagrams, MSP contracts and any existing security material.

2

Interviews & analysis

We run focused conversations with your IT lead/MSP and one or two leaders, review your tools and practices, and build the risk register and “reasonable steps” comparison.

3

Readout & next steps

You get a clear readout session, a concise board-ready summary, and a prioritized list of next steps you can phase into your roadmap.

Is this Cyber Readiness Assessment a good fit?

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 formal compliance certification or penetration test only.
  • You mainly want a cheap quote on security tools rather than independent advice.

Common questions

Do you replace our MSP or security provider?

No. We are vendor-neutral. Your MSP or internal IT team stays in place – we help you and them align on realistic risk reduction priorities.

Is this a penetration test?

No. This is a readiness and risk assessment focused on controls, posture and realistic next steps. If a penetration test makes sense, we can help you scope one with specialist providers.

How long does it take?

Most assessments are delivered within 3–5 weeks of kickoff depending on availability and scope. We’ll agree timelines up front so you can plan around key meetings.

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.

Prefer an ongoing relationship rather than a one-time assessment? Explore the Executive IT Strategy Club or browse other Executive IT Engagements.