Strategy question

How would you grow Cursor adoption in enterprise engineering orgs?

Practice this question out loud. An AI interviewer asks it, follows up like a real interviewer would, and scores your answer. Type or speak.

What this question tests

Enterprise go-to-market strategy for a developer tool that started as a bottom-up, individual-developer product.

Clarify Cursor's current motion: mostly self-serve individual and small-team subscriptions today.
Identify enterprise-specific blockers: security review, SSO/SOC2 needs, admin controls over which repos AI can access, and procurement cycles.
Propose a bottom-up-to-top-down motion: track teams where several engineers already expense Cursor individually, then approach the engineering leader for a team deal.
Build enterprise features that unblock adoption, such as audit logs, on-prem or VPC options for code privacy, and centralized billing.
Prioritize a few reference customers and case studies to build trust with risk-averse enterprise buyers.
Define success metrics: number of accounts with 50+ seats, net revenue retention, and security-review pass rate.

Leverages the existing bottom-up usage signal (engineers already using Cursor personally) as the enterprise sales funnel.
Names concrete blockers specific to AI coding tools: code leaving the network, IP concerns, and model training on proprietary code.
Proposes a specific enterprise feature, like a no-retention data policy, as a sales unlock.
Distinguishes seat expansion within an account from net-new enterprise logos as separate growth levers.
Grounds success in a measurable target, such as accounts crossing a seat threshold within two quarters.

Proposing a top-down enterprise sales motion without acknowledging Cursor's bottom-up DNA.
Ignoring security and code-privacy concerns, which are the top blocker for AI coding tools in enterprises.

Chapters of the AI PM course that teach what this question tests.