Interview Script·45 min·10 questions

Discovering why solo consultants become devoted tool evangelists when others barely engage

You have a finance tool with a clear split: some solo consultants can't stop raving about it while others use it minimally or abandon it entirely. You're seeing the same feature set, same onboarding, same support—yet vastly different engagement levels that don't correlate with obvious factors like business size or complexity.

Why standard questions fail here

Direct questions about 'what do you like' miss the behavioral differences that create devotion versus indifference. This script reconstructs the specific moments and contexts where super users discovered value, anchoring in their actual workflow integration rather than feature preferences to reveal the environmental and behavioral factors that separate evangelists from casual users.

Sample Questions

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

Q1 To start, can you tell me a bit about your consulting business - what kind of work do you do and how long have you been doing it?
Why ask this?

Extreme user methodology: understand the user's context before diving into tool usage

Technique

Listen for business complexity indicators - multiple clients, varied project types, seasonal patterns

Follow-up Prompts
  • How many clients do you typically work with at once?
  • What's the most challenging part about managing the business side?
Watch out for
  • Generic descriptions without specific details about their work
Q2 Can you walk me through what your finance and accounting situation looked like before you started using our tool?
Why ask this?

JTBD: understand the struggling moment that led them to hire the tool

Technique

Use the 5 Whys technique - keep asking 'what prompted that' to get to root struggles

Follow-up Prompts
  • What was the breaking point that made you decide you needed something different?
  • How much time were you spending on financial tasks back then?
Watch out for
  • Vague complaints without specific pain points or concrete examples
Q3 Tell me about the day you first discovered our tool - what were you doing and what made you decide to try it?
Why ask this?

Mom Test principle: ask about specific past behavior rather than general discovery patterns

Technique

Probe for the exact trigger moment - was it a specific problem, recommendation, or search?

Follow-up Prompts
  • What other options were you considering at that time?
  • What almost stopped you from trying it?
Watch out for
  • Generic 'I was looking for solutions' without specific context
Q4 Can you describe what a typical week looks like for you when using our tool - walk me through the actual steps you take?
Why ask this?

Ethnographic approach: understand actual workflow integration rather than perceived usage

Technique

Ask for screen-by-screen or step-by-step walkthrough - get granular detail

Follow-up Prompts
  • What do you do first when you open the tool?
  • Are there parts you use daily versus weekly versus monthly?
Watch out for
  • High-level summaries without specific workflow details
Q5 Tell me about a recent time when our tool really saved you from a headache or made something much easier than it used to be
Why ask this?

Critical incident technique: identify specific value moments that drive engagement

Technique

Push for a specific story with details - when, what happened, what would have been different without the tool

Follow-up Prompts
  • How long would that have taken you with your old approach?
  • How did you feel when you realized the tool had handled it?
Watch out for
  • Generic time-saving claims without specific scenarios
Q6 What's something you do with our tool that you think most other users probably don't do or don't know about?
Why ask this?

Lead user methodology: extreme users often discover advanced use cases that predict mainstream adoption

Technique

Encourage them to show off their expertise - passionate users love sharing their discoveries

Follow-up Prompts
  • How did you discover you could do that?
  • What made you think to try that approach?
Watch out for
  • Claims of basic features as advanced usage

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