Scenario

A prospective enterprise customer tells you they want "AI everywhere" across the company. They are excited about OpenAI, but they have not prioritized a starting point. Multiple teams have ideas: customer support wants an internal help assistant, sales wants meeting prep and call summaries, legal wants contract review, and engineering wants code assistance.

As the Account Executive at OpenAI, your job is to guide the customer toward a strong first pilot rather than letting the project become a broad, unfocused transformation effort.

Your Task

Explain which single use case you would pilot first and why. Assume the customer is a mid-to-large enterprise evaluating products such as ChatGPT Enterprise, OpenAI API, and deep research / knowledge workflows.

Your answer should cover:

1. How you would choose the first pilot using business value, urgency, feasibility, data readiness, security sensitivity, and time-to-value.
2. What discovery questions you would ask to narrow the options.
3. Which OpenAI product or workflow you would recommend for the first phase, and why it fits.
4. How you would define success for the pilot, including measurable outcomes.
5. How you would manage stakeholders across executive sponsors, IT/security, and the functional team.
6. What risks or objections you would anticipate, such as privacy, low adoption, unclear ROI, or over-scoping.

What Interviewers Are Looking For

They want a practical customer-facing answer, not a generic AI strategy. Strong answers pick a use case with clear ROI, low deployment friction, and visible internal champions; explain why other use cases should wait; and show how to move from discovery to pilot to expansion without promising "AI everywhere" on day one.