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The Role & Your Charter1 / 2

2 min lesson

First 90 days, mentally rehearsed

Outline the three phases of your first-90-days story and the single artifact you'd point to at the end of each.

Step 1 of 2

"What would your first 90 days look like?" is nearly guaranteed in the HM and values rounds. Have a real answer that listens before it prescribes.

The shape matters more than the specifics. A strong plan front-loads learning and discovery, then earns the right to prescribe. Overpromising in week one is a tell that you've never owned a real account.

THE 90-DAY 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 before prescription. The gate is the rule that keeps the plan credible: prove a contained win before you scale.

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Full explanation

What each phase produces

  1. 1Days 0–30 - learn and audit. Get genuinely fluent in Cursor yourself: Agent, Tab, Rules, MCPModel Context Protocol. A standard that lets an AI agent pull in context from outside the repo, like Jira tickets or internal docs. Press Enter for the full definition., 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.. Meet your assigned strategic accounts. Audit current-state usage and the blockers stopping it from spreading. Listen, don't pitch.
  2. 2Days 30–60 - stand up the plan. With a named champion, build a rollout and enablement plan. Define the adoption metrics you'll move. Run the first hands-on enablement sessions on the team's real code, not a sandbox.
  3. 3Days 60–90 - prove it moved. Drive measurable expansion in at least one account, deliver a customer impact readout to the economic buyer and file your first structured product-feedback brief back to Cursor's Product/Eng.
What each phase produces
0–30
A current-state audit per account: who uses Cursor, who's blocked and why.
30–60
A rollout + enablement plan co-owned with a champion and a baseline metric set.
60–90
An impact readout showing movement, expansion in ≥1 account and a feedback brief.