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The Interview Loop1 / 3

1 min lesson

Mock discovery / customer scenario

Put this idea into your own words: "Here you run discovery on a mock enterprise account, sometimes paired with an AE."

Step 1 of 3

Here you run discovery on a mock enterprise account, sometimes paired with an AE. The trap is treating it as a pitch. Discovery is about extracting the truth of their current state before you prescribe anything.

Lean on a clean discovery structure - these moves are general best-practice, not Cursor-specific, but they read as professional in any SA loop.

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Full explanation

The Discovery Arc

THE DISCOVERY ARC

Interactive diagram. Step through it with the Next and Previous controls below, or Tab to a region to read its detail.

diagram: flow

Discovery is the deliverable, not the warm-up. Security sign-off is the gate that decides whether org-wide adoption is even possible.

For Cursor specifically, steer discovery toward the dimensions that determine whether company-wide adoption is even possible.

Probe
Current AI-tool usage
Why it matters for a Cursor rollout
Reveals shadow AI, incumbent tools to displace and proven appetite you can convert to governed usage
Probe
Security & governance posture
Why it matters for a Cursor rollout
Determines whether Privacy ModeCursor's setting that guarantees code data is not used for training by Cursor or its model providers, and that an admin can enforce org-wide; data-retention terms are a separate, contractual layer. Press Enter for the full definition., ZDRZero Data Retention. A contractual guarantee that the model provider won't store your code or train on it. Press Enter for the full definition., SSOSingle Sign-On. One company login (usually via SAML or OIDC) instead of a separate password per tool. Press Enter for the full definition./SCIMSystem for Cross-domain Identity Management. A standard for automatically creating and removing user accounts when people join or leave. Press Enter for the full definition. and model routing clear their bar - often the real gatekeeper
Probe
Dev-workflow pain
Why it matters for a Cursor rollout
Pinpoints where Cursor attacks first: onboarding, review load, boilerplate or context-switching
Probe
What “company-wide” requires
Why it matters for a Cursor rollout
Surfaces the scale, champions and enablement a full org rollout actually needs

Cursor-specific discovery: probe current AI usage, governance posture, workflow pain and what org-wide adoption would take.

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Optional practice

Practice: Mock discovery / customer scenario

QIn a mock discovery, the prospect raises a security objection early. Which response best fits the round?