When DAUs go flat and leadership wants a fix fast, the instinct is to jump straight to “here’s what I’d build.” That’s exactly the trap Monday’s challenge was testing. Here’s the order that actually works: Context, not just clarify. Don’t ask what success looks like. Ask what’s actually fixed and what’s negotiable. What’s the timeline leadership expects. What’s already been tried. The constraints ARE the case. User, specifically. Not “users” in the abstract. The exact segment who signed up and stopped opening the app. What did they expect when they joined, and where did the app stop earning their time. Problems, three to five of them. One theory (“gamification is weak”) is a guess. Five named drop-off points is a map. Segment the data, name what you find, before touching a single solution. Solutions, plural, then prioritized. Options first. Then defend one. The defending is the interview. The options are proof you didn’t jump to the first idea in your head. Measure in layers. Did the fix ship. Did DAUs actually move. Did the users you talked to feel like the app finally got them.