Product design question

The CEO wants you to develop a new list of features for Slack. How would you approach this?

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What this question tests

How you turn a vague executive mandate into a structured feature roadmap, and how you push back or clarify scope with a CEO.

How to approach it

  1. Ask the CEO what problem is driving this request: growth stalling, a competitor move, or a specific customer segment complaint.
  2. Review existing data: usage funnels, support tickets, and churn reasons within Slack's core messaging and workflow features.
  3. Talk to a few users or account teams across segments like small teams versus large enterprise IT admins.
  4. Generate a list of candidate features and bucket them by theme, such as async communication, admin controls, or AI-assisted search.
  5. Prioritize using an impact versus effort view, weighting features that address retention or expansion revenue.
  6. Present a short list of 3 to 5 features with the reasoning and a proposed sequencing back to the CEO.

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