Pilot Purgatory Diagnostic

1

Portfolio Inventory

Every active AI initiative — name, owner, stage

2

Failure Mode Assessment

Pick one focal initiative. Answer 8 questions. Surface the real constraint.

Focal Initiative

The most stuck — or most strategically important — initiative from Section 1.

Primary failure mode after scoring:

Technology

Does this capability exist in commercially available tools today?

Yes Part. No

Did the pilot output meet your minimum accuracy threshold for production use?

Yes Part. No

Integration

Does the tool fit into the workflow at the point of decision (not a separate step)?

Yes Part. No

Have you observed real users using the tool in their actual workflow — not a demo?

Yes Part. No

Is time-to-output under 30 seconds from the point of need?

Yes Part. No

People & Organization

Is there a named person responsible for driving adoption — not just the technical owner?

Yes Part. No

Did the people who will use this tool have meaningful input in designing how it works?

Yes Part. No

Is the executive sponsor still actively engaged and accountable for scaling outcomes?

Yes Part. No

3

Governance Gap Audit

What employees can do with AI personally that they cannot do officially

	Activity employees do personally with AI	Note / which tools	Time to corporate approval
1
2
3
4
5

4

The Output

One initiative to re-examine · One governance process to accelerate

Initiative to re-examine

Why

Proposed next step

Governance process to accelerate

Why

Proposed next step