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Discovery & Deal Execution1 / 3

1 min lesson

Open with curiosity about the workflow

Tell someone how to act on this idea: "Lead with open questions about how the team actually builds and ships."

Step 1 of 3

Open with curiosity about the workflowdiscovery toolkit

Lead with open questions about how the team actually builds and ships. Vague answers hide the constraint, so you trade abstractions for last-week examples and numbers.

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Advanced table

Reference table

What you ask
Walk me through the last feature you shipped - where did it sit and wait?
What it really probes
Locates the real queue: review, testing, context-switching. Time spent waiting is the bottleneck.
What you ask
How much of an engineer's week goes to net-new code versus glue, tests and boilerplate?
What it really probes
Surfaces the toil Cursor's Agent and Tab actually remove, in hours you can later price.
What you ask
How are devs already using Cursor today and which teams haven't tried it?
What it really probes
Converts organic love into a named expansion path and a baseline to measure against.
What you ask
If onboarding a new hire took half as long, what would that be worth to you?
What it really probes
Turns "faster" into a number the engineering leader will own and defend internally.
What you ask
What happens to the roadmap if velocity stays flat for two more quarters?
What it really probes
Tests whether this is a funded problem or a nice-to-have you shouldn't forecast.

Each question trades a comfortable abstraction for a concrete fact you can build a business case on.

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Optional practice

Practice: Open with curiosity about the workflow

QWhich is the strongest discovery question for sizing developer-productivity pain?