JUDGMENT CHALLENGES

WHAT WOULD
YOU DO?

Realistic business decisions where AI can inform the answer, but cannot remove the need for judgment.

Each challenge puts you inside a decision, asks you to choose, and then examines what your choice reveals about trust, context, evidence, consequence and responsibility.

SALES

Sales Judgment Challenges

What selling requires when intelligence is available on both sides of the table.

02

The Personalized Email

Upcoming

AI finds a highly specific detail about the prospect. Does personalization automatically make it relevant?

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03

The Opportunity Score

Upcoming

AI drops an opportunity from 72 to 31. Should that change where you spend your selling time?

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04

The Sales Forecast

Upcoming

The CRM says 85%. The decision-maker still has not engaged. What belongs in your forecast?

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05

The Discount Recommendation

Upcoming

AI recommends a 12% discount to improve the probability of closing. What should you require in return?

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More Sales Judgment Challenges are in development.

LEADERSHIP

Leadership Judgment Challenges

Decisions about authority, risk, resources and responsibility as AI becomes part of organizational work.

01

The Productivity Gain

Upcoming

AI has created significant new capacity. What should the organization do with it?

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02

The Human Approval Bottleneck

Upcoming

When should AI act autonomously, and when should a human still decide?

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03

The Successful Failure

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Your first AI initiative failed. What should you conclude before deciding what happens next?

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04

The Department Blocking AI

Upcoming

A high-value AI initiative is being blocked by Risk, Legal or HR. Who is exercising better judgment?

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HR

HR Judgment Challenges

What happens to roles, performance and human value when AI changes the work itself.

01

The Job AI Didn't Replace

Upcoming

AI has removed most of the routine work. What is the employee now valuable for?

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02

The Entry-Level Role

Upcoming

If AI can perform the work juniors used to learn from, do you still hire them?

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03

The High Performer Who Won't Use AI

Upcoming

One of your best employees refuses to integrate AI into their work. Their performance is still excellent. What do you do?

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04

The Role That Became More Difficult

Upcoming

AI automated the easy 70% of the job. The remaining work requires considerably more judgment. Should performance still be measured the same way?

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05

The Productivity Dividend

Upcoming

One employee with AI can now produce what three employees produced before. Who should benefit?

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PRIVATE JUDGMENT LABS

Facing one of these decisions now?

You do not have to wait for a Judgment Challenge to be published. Upcoming challenges can be explored with your leadership or team through a private 90-minute Judgment Lab.

YOUR ORGANIZATION

What judgment problem is AI creating for your organization?

If your team is facing a difficult decision that is not represented here, tell me about it.

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