Interviews are not usability tests

Your goal is to learn if the problem is real enough to pay for, what a successful outcome looks like, and what bottlenecks block adoption. The script below keeps you honest and keeps the conversation human.

The five‑part conversation

  1. Context: “What does a typical week look like? Where does this problem show up?”
  2. Last attempt: “Walk me through the last time you tried to fix this. What did you try? What happened?”
  3. Constraints: “If this worked tomorrow, what would it break — process, budget, team?”
  4. Value: “How would you explain the value to your manager in a sentence?”
  5. Next step: “Would you be open to a paid pilot if we can deliver X in two weeks?”

Interviewing habits that help

  • Ask for specific examples and numbers (“how many tickets per week?”)
  • Mirror their language in follow‑ups; it shows you’re listening
  • Avoid solutioning until the end; you’re mapping the job, not the UI

Red flags to notice

  • “We’d use it if it were free” (not a buyer)
  • “It’s not a priority this quarter” (no urgency)
  • Vague benefits (“better insights”) with no owner

Close the loop by updating your positioning. If you need a structure, use our B2B SaaS Go‑to‑Market Checklist and the Pre‑Launch Checklist.