Interview Script·45 min·10 questions

Discovering why enterprise CSMs miss churn signals despite strong client relationships

You're exploring a product opportunity around churn prediction, but you need to validate whether CSMs actually experience blind-spot losses. You have a hypothesis that earlier warning signals could prevent churn, but you're not sure if CSMs regularly encounter unexpected account losses or if better signals would actually change outcomes in their day-to-day reality.

Why standard questions fail here

Direct questions about churn prediction needs often get aspirational answers rather than real behavioral patterns. This script anchors CSMs in specific past losses they didn't anticipate, then reconstructs their actual decision-making process and available information at key moments. By working backward from surprise churn events, you'll uncover whether earlier signals would have genuinely altered their actions or resource allocation.

Sample Questions

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

Q1 Can you tell me about your current role and how long you've been in Customer Success?
Why ask this?

Jobs to Be Done: establish the user's job context and experience level

Technique

Let them talk freely to build rapport. Note their experience level for context on later answers

Follow-up Prompts
  • What does a typical week look like for you?
  • How many accounts do you typically manage?
Watch out for
  • Generic job descriptions - probe for what they actually do day-to-day
Q2 Tell me about the last time you lost an account that you didn't see coming. Can you walk me through what happened?
Why ask this?

Mom Test principle: ask about specific past behavior rather than hypotheticals

Technique

Use the 5W technique: get Who, What, When, Where, Why details. Don't rush - let them tell the full story

Follow-up Prompts
  • When did you first realize they might churn?
  • What had your interactions been like in the weeks leading up to that?
  • How did you find out they were leaving?
Watch out for
  • Vague generalizations like 'it just happens sometimes' - push for specific incident details
Q3 Thinking back to that situation, were there any signs you missed or wish you had paid attention to?
Why ask this?

JTBD: uncover struggling moments and desired outcomes for early detection

Technique

Use reflective listening - repeat back what they say to encourage deeper thinking

Follow-up Prompts
  • What would those signs have looked like in practice?
  • How far in advance do you think you could have spotted those signals?
Watch out for
  • Hindsight bias answers like 'I should have known' without specific signals
Q4 Have you had other experiences where accounts churned unexpectedly? What patterns do you notice?
Why ask this?

Pattern identification through multiple data points reduces single-incident bias

Technique

Look for emotional responses - note frustration, resignation, or confidence in their voice

Follow-up Prompts
  • Which of these surprised you the most?
  • How often would you say this happens to you?
Watch out for
  • Generic industry wisdom rather than personal experience patterns
Q5 How do you currently try to spot at-risk accounts? Walk me through your process.
Why ask this?

Understanding current workflow reveals gaps and workaround behaviors

Technique

Ask for screen sharing or detailed step-by-step walkthrough of their actual process

Follow-up Prompts
  • What tools do you use for this?
  • How much time does this take you each week?
  • What's the most frustrating part of this process?
Watch out for
  • Ideal process descriptions rather than what they actually do day-to-day
Q6 Tell me about a time when your early warning system worked well - when did you successfully save an at-risk account?
Why ask this?

Identify successful patterns and desired outcomes to understand what 'good' looks like

Technique

Contrast technique: compare this success story to the earlier failure stories

Follow-up Prompts
  • What made you realize they were at risk?
  • How much lead time did that give you to intervene?
  • What actions did you take once you identified the risk?
Watch out for
  • Luck-based saves rather than systematic early detection

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