MEMO · TO anyone holding a list of candidate AI initiatives · RE which one goes first

Free tool · Strategy

Which of these should you actually do first?

Score up to three initiatives across five dimensions and get a ranked sequence. Autonomy is scored separately and deliberately kept out of the merit score, because how good an idea is and how much freedom it has earned are different questions. No email required, and nothing you enter leaves your browser.

What is being scored

Five dimensions decide the order. A sixth decides the leash.

Averaging the two is the most common way a strong business case buys autonomy it has no controls for. A use case can top the list and still clear only for reporting.

  • Merit

    Strategic fit

    Whether anyone senior is actually asking for this.

  • Merit

    Data readiness

    Whether the data exists, is reachable, and is clean enough to use.

  • Merit

    Ease of implementation

    How much building this actually takes.

  • Merit

    Expected return

    Whether the value has been calculated or merely asserted.

  • Merit

    Speed to value

    How long before anyone can see a result.

  • Separate gate

    Autonomy clearance

    How much the governance around it can safely permit.

Score them

Four fixed positions per dimension

Two colleagues scoring the same initiative on a continuous scale rarely land on the same number, and a prioritisation that is not reproducible between two people is not a prioritisation. Each position carries the description it stands for.

50 / 100 merit Drafts & waits for approval
Moderate

Moderate (4–6): useful and defensible, but tied to a team or function goal, not a company- wide priority.

Moderate

Moderate (4–6): the data exists but is scattered, inconsistent, or needs real cleanup before use.

Moderate

Moderate (4–6): meaningful integration and configuration work; a multi-quarter project with a dedicated owner.

Moderate

Moderate (4–6): a plausible return exists but hasn't been calculated; largely a judgment call today.

Moderate

Moderate (4–6): a working version is months away; meaningful setup or data collection stands in the way.

Moderate

Moderate (4–6): the system can draft the action; a person must approve it before it executes. Clears for drafts & waits for approval.

50 / 100 merit Drafts & waits for approval
Moderate

Moderate (4–6): useful and defensible, but tied to a team or function goal, not a company- wide priority.

Moderate

Moderate (4–6): the data exists but is scattered, inconsistent, or needs real cleanup before use.

Moderate

Moderate (4–6): meaningful integration and configuration work; a multi-quarter project with a dedicated owner.

Moderate

Moderate (4–6): a plausible return exists but hasn't been calculated; largely a judgment call today.

Moderate

Moderate (4–6): a working version is months away; meaningful setup or data collection stands in the way.

Moderate

Moderate (4–6): the system can draft the action; a person must approve it before it executes. Clears for drafts & waits for approval.

50 / 100 merit Drafts & waits for approval
Moderate

Moderate (4–6): useful and defensible, but tied to a team or function goal, not a company- wide priority.

Moderate

Moderate (4–6): the data exists but is scattered, inconsistent, or needs real cleanup before use.

Moderate

Moderate (4–6): meaningful integration and configuration work; a multi-quarter project with a dedicated owner.

Moderate

Moderate (4–6): a plausible return exists but hasn't been calculated; largely a judgment call today.

Moderate

Moderate (4–6): a working version is months away; meaningful setup or data collection stands in the way.

Moderate

Moderate (4–6): the system can draft the action; a person must approve it before it executes. Clears for drafts & waits for approval.

Where this leads

The sequence is the easy half. Defending it is the other half.

Every course in the catalogue ends with a roadmap sequenced by impact and reversibility, built in the room on your own initiatives, with the practitioner who wrote the framework in it.

Dr. Jayarethanam Pillai

Before you go

I insisted on the no-email condition, over some internal objection, because a lead-generation form dressed up as a diagnostic is a small dishonesty I did not want attached to a practice with my name on it. These tools score you honestly and tell you where the gap sits, whether or not you ever speak to us afterward. That is closer to how I think a genuine assessment should behave, in a classroom or a boardroom. If the result tells you your organisation is not ready, believe it before you believe anything a vendor tells you next.

Signature, Jayarethanam Pillai