Interview Script·45 min·10 questions

Discovering why operations teams embed tools deeply despite workflow disruption

You're seeing operations staff at mid-sized companies who've become power users of your product, but you need to understand exactly which capabilities drive that adoption. You have usage data showing high engagement, but you're missing the story of how these users actually weave the tool into their daily processes and why they stick with it when they could easily revert to previous methods.

Why standard questions fail here

Generic feature surveys miss the messy reality of how tools actually get adopted in operations workflows. This script reconstructs the specific moments when users chose your tool over existing processes, traces how they gradually integrated different features, and uncovers the concrete problems they solve that keep them coming back daily.

Sample Questions

Grounded in The Mom Test and Jobs-to-be-Done.

Q1 Can you start by telling me about your role and what a typical day looks like for you?
Why ask this?

Jobs-to-be-Done: establish context before exploring specific job stories

Technique

Let them paint the picture naturally - don't interrupt with clarifying questions yet

Follow-up Prompts
  • What are the most time-consuming parts of your day?
  • What tools do you find yourself switching between frequently?
Watch out for
  • Generic job descriptions rather than actual daily activities
Q2 Tell me about the time you first started using our tool - what was happening that led you to look for a solution like this?
Why ask this?

JTBD switching moment analysis: understand the struggling moment that triggered search

Technique

Use the timeline technique: get them to reconstruct the sequence of events chronologically

Follow-up Prompts
  • What had you tried before that wasn't working?
  • Who else was involved in that decision?
  • What almost stopped you from trying our tool?
Watch out for
  • Generic 'we needed better efficiency' instead of specific trigger events
Q3 Walk me through how you evaluated our tool against other options - what did you actually do during that process?
Why ask this?

Mom Test principle: focus on past behavior rather than abstract preferences

Technique

Probe for specific actions: 'What did you do next?' rather than 'What did you think?'

Follow-up Prompts
  • What convinced you to move forward with our tool specifically?
  • What concerns did you or others have at the time?
Watch out for
  • Rational feature comparisons without emotional or practical context
Q4 Think about yesterday - can you walk me through each time you opened our tool and what triggered that?
Why ask this?

Mom Test principle: ask about specific recent behavior to avoid hypotheticals

Technique

Use temporal anchoring: pick a specific recent day and reconstruct it moment by moment

Follow-up Prompts
  • What would have happened if the tool wasn't available in that moment?
  • How did you decide to use our tool rather than another approach?
Watch out for
  • Generalizations like 'I usually use it for...' instead of specific instances
Q5 Tell me about the last time our tool saved you significant time or effort - what was the situation?
Why ask this?

JTBD outcome focus: identify the functional and emotional jobs being fulfilled

Technique

Use the critical incident technique: get granular details about one specific success story

Follow-up Prompts
  • How did you know you had saved time - what was different?
  • How did that success impact other parts of your work?
Watch out for
  • Vague efficiency claims without concrete before/after comparisons
Q6 Can you show me the specific features or sections of our tool that you use most often and explain what you're accomplishing with each one?
Why ask this?

Contextual inquiry principle: observe actual usage patterns rather than rely on recall

Technique

Ask them to screenshare or show you while explaining - watch what they do, not just what they say

Follow-up Prompts
  • What happens when this feature doesn't work as expected?
  • Are there workarounds you've developed for any limitations?
Watch out for
  • Feature lists without context of why they matter to their workflow

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