Start Here: Where You Stand Strategy Worksheet

What Should Your Leadership Team Agree On Before You Spend a Dollar on AI?

5 Questions to Guide Your AI Adoption Strategy

Free PDF Updated The Jonesi Consultancy
AI Readiness Adoption Strategy For Executives Free Worksheet
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About this resource

What this guide covers

Most AI initiatives fail long before the technology does. They fail in the gap between the decision to invest and the first honest conversation about what the organization is actually trying to fix. This free AI adoption strategy worksheet gives leadership teams five questions that surface that gap while it is still cheap to close, covering the specific problems AI is meant to solve, what your workforce actually believes about it, what success looks like ninety days after training, who has been left out of the conversation, and what support has to exist once the workshop ends.

Each question comes with a short explanation of why it matters and a note on what a good answer sounds like, so a team can work through the whole thing in a single meeting. It is built for the moment before a budget is committed, when the answers are still honest and the plan can still change.

Most leadership teams can answer questions one and three in a sentence. Very few can answer question two without guessing, and question two is usually the one that decides whether the other four matter.

How to use it

Purpose, and how this will help

Run the five questions independently with your leadership team before anyone discusses them, then ask three or four frontline staff the same questions. The disagreement that surfaces is the output. Where a leadership team gives five different answers to question one, no amount of training or tooling will fix what is actually wrong, and knowing that before you spend is worth considerably more than the price of the meeting.

Inside the download

What you'll take away

1

Name the actual problem

Move from "we want to be more efficient" to a named process, a named owner, and a rough current cost.

2

Test what your people believe

Find out whether leadership’s read on staff sentiment has ever been checked against staff.

3

Define 90-day success in advance

Set the measure before the result, using a number the organization already tracks.

4

Find who is missing

Identify whose daily work changes and whether they were in the room when the decision was made.

Who this is for

  • Executives and owners weighing a first AI investment
  • Department and operations leaders scoping an AI pilot
  • HR and learning leaders planning AI training
  • Nonprofit executive directors and boards

Common questions

Frequently asked

What should a company consider before investing in AI?

Before investing in AI, a leadership team should agree on the specific problems AI is meant to solve, understand how employees currently feel about AI and why, define what success looks like ninety days after initial training using a measure the organization already tracks, identify who needs to be involved and who has been left out, and decide what support the team will need once training ends.

How do you measure AI adoption success?

Measure against a baseline captured before anything changes, using a metric that already exists in a system somebody already reviews. A measure invented for the initiative tends to be abandoned within two quarters. Hours saved, error and rework rates, and cycle time on a named process are all defensible; licenses deployed and self-reported time savings are not.

Who should be involved in an AI adoption decision?

Both leadership and the frontline staff whose daily work changes. AI adoption affects every level of an organization, and including frontline staff keeps the effort anchored to real workflows. The people whose work changes are frequently absent from the decision and always present in the failure.

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