Checklist

AI readiness checklist: 28 questions for leadership teams

Use these questions in your next leadership or board meeting. For each one, the table shows a typical warning sign and what good looks like. If most of your honest answers sit in the warning column, you know where to start.

How to use this checklist

The 28 questions cover the seven dimensions that decide whether AI creates value in an organisation. They are written about observable facts, not opinions, so that two people answering honestly should land in the same place.

  • Answer for the whole company, not your most advanced team.
  • When in doubt, choose the lower answer and note what you would need to check.
  • Ask two or three colleagues to answer separately. Where you disagree, you have found a blind spot worth discussing.

The "warning sign" column shows a common early-stage answer. "What good looks like" describes an organisation that is scaling AI with discipline. It is not the ceiling: the most advanced companies go further.

Strategy & ambition

How clearly AI is tied to business goals, where leadership wants it to create value, and how it is funded.

#QuestionWarning signWhat good looks like
1Is there a clear AI ambition tied to business goals?General interest, nothing writtenCompany-wide ambition with priorities
2Has leadership chosen the business domains where AI should create value?Ideas discussed, no choice madeOne to three priority domains with targets
3How is AI funded?Ad hoc, from team budgetsAn annual AI budget
4How involved are the CEO and the board?Informed occasionallyReview AI progress several times a year

Data foundations

Whether data is accessible, trusted and owned, and whether company knowledge is usable by AI.

#QuestionWarning signWhat good looks like
5Is key business data accessible in one place?Some shared reportsA data platform for most domains
6How much do people trust the numbers?Trusted only by those who built themTrusted in most domains
7Are data owners named?Informally, by habitNamed for most domains
8Are documents, emails and company knowledge usable by AI?Partly on shared drivesMost knowledge searchable

Technology & platforms

Whether systems, tools and platforms let AI plug into the business and run at scale.

#QuestionWarning signWhat good looks like
9How modern are your core systems (ERP, CRM)?Mostly legacy, some upgradesMostly cloud
10Are approved AI tools available to staff?Staff use personal tools informallyMost staff have access
11Can AI connect to your business systems?Only through manual exportsAPIs for most systems
12Can you deploy and run AI solutions at scale?Each project builds its ownA common AI platform with monitoring

People & culture

Whether people use AI every day, the organisation is building skills, and change is managed.

#QuestionWarning signWhat good looks like
13How many employees use AI in their daily work?5–15%40–60%
14Do you have data and AI specialists?We rely on vendorsA dedicated data and AI team
15Is there an AI training programme?Occasional webinarsRequired training for key roles
16How are AI-driven changes landed with teams?Left to each managerA common change approach

Operating model

Who owns AI, how teams are organised, whether work is redesigned around AI, and what AI may do on its own.

#QuestionWarning signWhat good looks like
17Who owns AI initiatives?IT, with occasional business inputJoint business and IT ownership of each initiative
18Are processes and roles redesigned when AI is introduced?Small tweaksRedesigned for most deployments
19How are AI delivery teams organised?Ad hoc project teamsA central team plus cross-functional product teams
20Are there rules for what AI may decide or do on its own (agents, automated decisions)?Decided case by caseHuman-in-control rules for all automated decisions

Governance, risk & security

Whether AI is used safely, legally and securely.

#QuestionWarning signWhat good looks like
21Is there an AI usage policy?Informal guidancePublished and acknowledged by staff
22Are AI risks (bias, IP, privacy, wrong answers) reviewed before deployment?Only if someone raises itFor most projects
23Are AI tools and the data they use covered by security controls?Not specificallyMostly covered
24Do you know which AI regulations apply to you (EU AI Act, PDPA, sector rules)?Aware, not assessedAssessed, actions under way

Use cases & value

Whether AI delivers measurable results and successful pilots reach scale.

#QuestionWarning signWhat good looks like
25Is there a prioritised list of AI use cases?Ideas floating aroundA prioritised list
26How many AI use cases run in production?Pilots only4–9
27Is the value of AI measured?Not reallyFor major use cases
28Do successful pilots get scaled?Pilots usually stallMost reach production

Score it in ten minutes

A checklist tells you where the gaps are. A scored assessment tells you which gaps matter most for your ambition, how you compare with peers, and what to do in the next 90 days.

The free AI Readiness Check turns these 28 questions into a five-level assessment. You get an instant readiness index out of 100, your archetype, gaps against your own 18-month targets, industry and peer benchmarks, a 30/60/90-day roadmap and an editable PowerPoint deck for your board.

Take the assessment See a sample report

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