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AI READINESS CHECKLIST

Is your business actually ready to ship AI?

A pragmatic 30-point checklist covering strategy, data, infrastructure, team, and governance — the same one we use in client discovery. Built to surface real readiness gaps, not to flatter you into hiring us.

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Built for teams that can't afford to guess.

A pragmatic 30-point checklist covering strategy, data, infrastructure, team, and governance — the same one we use in client discovery. Built to surface real readiness gaps, not to flatter you into hiring us.

Strategy & use case clarity

Have you defined what AI is supposed to do — beyond 'use AI'?

Data readiness

Do you have the data, in usable form, with the rights to use it?

Infrastructure & engineering

Can you build, deploy, and keep something running?

Team & ownership

Is there a human who can own this past launch?

Governance, risk & compliance

Do you understand what could go wrong, who's accountable, and your obligations?

Fill it out three ways

Score it yourself, then have two colleagues score it. The disagreements are the signal.

The projects that ship usually score well on most of these. The ones that stall almost always have a low score in a category they thought was fine.

1 · Strategy & use case clarity

A specific business outcome

Have you identified at least one outcome AI should improve — beyond 'we want to use AI'?

Measurable success

Can you describe success in concrete terms (hours saved, revenue gained, error rate reduced)?

ROI-ranked use cases

Have you ranked candidates by ROI rather than by enthusiasm or visibility?

An accountable sponsor

Is there an executive accountable for the outcome, not just for shipping the project?

Considered the non-AI path

Have you honestly asked whether the problem could be solved without AI?

Clear user impact

Can you say in one sentence what changes for users when this ships?

2 · Data readiness

The data exists, machine-readable

Is the data the AI will use in a form a system can actually read?

The data is current

Or is it a 2-year-old snapshot nobody updates?

You know who owns each source

And have you confirmed they'll give you access?

Sensitive data is mapped

Do you know where PII, PHI, and financial data sits and what your obligations are?

Labeling, where needed

Is your data labeled, or do you need labeling before you can evaluate?

Enough examples for a golden dataset

Do you have 50+ realistic example inputs to evaluate against?

3 · Infrastructure & engineering

Ownership past the POCDo you have a team or partner who can own the build past the proof-of-concept?
Architecture decision made

Will AI live in your existing product or as standalone tools — and is the architecture compatible?

Observability conventions

Do you have monitoring you can extend to AI components, or are you starting from scratch?

Cost shape modeled

Have you modeled per-query vs. fixed-infrastructure cost at 10× current volume?

A deployment story CI, staging, rollback

or will every release be a surprise?

Integration cost assessed

Do you know the cost of integrating with your existing systems?

4 · Team & ownership

Someone who can judge quality

Is there a person who can read AI outputs and judge whether they're good?

A post-launch owner Do you have a clear owner for the AI product after launch

not just for the launch?

Time for adoption

Have you allocated time for end-users to learn and form opinions?

A feedback loop

Will you actually hear about it from production users when something goes wrong?

Realistic leadership expectations

Has leadership been told what AI will and won't do, including the wrong answers?

A plan for when AI is wrong

Communication, correction, and escalation paths?

5 · Governance, risk & compliance

Agreements permit it

Do your DPAs, customer contracts, and policies permit the AI use case?

An autonomy policy

Is it documented what AI can decide autonomously vs. what needs a human?

An audit trail spec

Have you specified the audit trail you'll need for AI-influenced decisions?

A wrong-answer answer Do you have a clear response for when AI is wrong

refund, correction, escalation?

Reputational risk assessed

Is the risk of AI being publicly wrong acceptable to leadership?

Regulatory obligations reviewed GDPR, HIPAA, SOC 2, SEC, sector-specific

confirmed compliant?

What your score means.

Count the boxes you confidently checked. Partial credit doesn't count.

Build-ready

You've done the unsexy work. Ready to scope a real build — most engagements at this level ship on the first attempt.

Workable, with gaps

You can build, but two or three categories need attention first. A Discovery engagement closes the gaps before the build.

Pre-readiness

Earlier than you think. Close the gaps first — usually data, ownership, and use-case clarity — before any AI code.

Ready to talk to a human?

Bring your scored checklist. We'll spend 30 minutes on what you actually need to do next — not on a sales pitch.

Ready to build?

Let's build your next intelligent platform.

Share your goals — we'll recommend a model, timeline, and team that fits Aanandi Technosoft.

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