Let's talk
Free tool · No signup required

IT Roadmap Maturity Assessment

Ten questions across the ten things that decide whether a technology plan survives a board meeting: evidenced baseline, business alignment, cost of inaction, sequencing, funding shape, reporting cadence, security, delivery capacity, outcome measurement, and AI governance.

Answers are scored in your browser. Nothing is stored unless you ask for the written result by email.

0 of 10 answered0 / 30
  1. 01 · Baseline
    How well do you know the current state of your technology estate (end-of-life inventory, patch currency, recovery test results)?
  2. 02 · Business alignment
    Can each active technology initiative be traced to a stated business objective?
  3. 03 · Business case
    Do you quantify the cost of NOT doing the work (run cost, risk exposure, growth drag, deal readiness)?
  4. 04 · Sequencing
    How is delivery order decided?
  5. 05 · Funding
    How is the technology plan funded across the plan period?
  6. 06 · Governance
    What does the board or executive team receive on technology?
  7. 07 · Risk & security
    How is security and compliance work represented in the plan?
  8. 08 · Delivery capacity
    How much delivery capacity is reserved for unplanned work (incidents, acquisitions, regulatory change)?
  9. 09 · Measurement
    How do you know whether an initiative delivered the business outcome it promised?
  10. 10 · AI readiness
    What governs AI and assistant usage across the organisation?
Scoring bands

The four maturity tiers

0–9 pts

Reactive

The plan is being written by events, not by you.

10–16 pts

Developing

You have a plan. It is not yet a business case.

17–23 pts

Strategic

The roadmap is governable. Now make it measurable.

24–30 pts

Optimized

Well run. The upside is now in advanced capability.

Frequently asked questions

How long does the IT roadmap maturity assessment take?
Ten questions, about four minutes. Nothing is required to see your score — email is optional and only used to send the full written result.
How is the score calculated?
Each of the ten questions scores 0 to 3 for a maximum of 30 points, covering baseline evidence, business alignment, cost of inaction, sequencing, funding, board reporting, security, delivery capacity, outcome measurement, and AI governance. The total maps to one of four tiers: Reactive, Developing, Strategic, or Optimized.
Can I embed this assessment on my own site?
Yes. Copy the embed snippet at the foot of the page. It renders a linked card that points visitors to the live assessment, and it is free to use with attribution.
Do you store my answers?
Answers are scored in your browser and are not stored. If you choose to receive your written result by email, we store only your email address and your score.
For your site

Embed this assessment

Free to use with attribution. Paste the snippet anywhere HTML is allowed — a blog post, an intranet page, a newsletter template — and it renders a linked card pointing at the live assessment.

HTML embed
<!-- IT Roadmap Maturity Assessment — free to embed with attribution -->
<a href="https://bernardpiccione.com/tools/it-roadmap-maturity?utm_source=embed&utm_medium=widget&utm_campaign=it-roadmap-maturity"
   style="display:block;max-width:420px;padding:24px;border:1px solid #d9d5cc;border-radius:12px;
          font-family:ui-sans-serif,system-ui,sans-serif;text-decoration:none;color:#15171c;background:#faf8f4">
  <span style="display:block;font-size:11px;letter-spacing:.18em;text-transform:uppercase;color:#b45309">
    Free assessment
  </span>
  <strong style="display:block;margin-top:12px;font-size:20px;line-height:1.25">
    IT Roadmap Maturity Assessment
  </strong>
  <span style="display:block;margin-top:8px;font-size:14px;color:#5b6070">
    Ten questions. A scored maturity tier and the next four moves for your roadmap.
  </span>
  <span style="display:block;margin-top:16px;font-size:13px;font-weight:600;color:#b45309">
    Take the assessment &rarr;
  </span>
</a>

Prefer a plain link? https://bernardpiccione.com/tools/it-roadmap-maturity

Read the IT Roadmap PlaybookMore insights