◆   Field Dispatch #004 — Free Sample   ◆   Section 01 of 04   ◆
Dispatch #004  —  Professor Pipeline

Customer Health Autopsy —
Section 01 of 04

The full dispatch contains 38 questions across four sections. What follows is Section 1 in its entirety — 10 questions, each with its mechanism, what it reveals, and the red flags that mean a renewal is already at risk.

Read it. If you recognise the accounts, the remaining 28 questions are in the full dispatch.

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Customer Health Autopsy

Run at six months before renewal. Not at 90 days. Six months. Run it when the account feels fine, because that is exactly when it is lying to you. Ten questions. Each one is a scalpel.

Q01 / Customer Health Autopsy
When was the last time the economic buyer had a substantive conversation with anyone on our team — and what was said?
Why it works

Economic buyers disengage before they decide not to renew. The silence is not neutrality. It is a withdrawal of attention that precedes a withdrawal of budget. If the last conversation you can document was a QBR six months ago in which nothing was committed to, the economic buyer has already moved on emotionally — even if the contract is still live.

What the answer reveals

If the answer is a call more than 90 days ago in which nothing specific was committed to, the economic buyer has disengaged. Disengaged economic buyers do not renew contracts. They approve cancellations.

Red flags
  • "We had a good QBR in Q3" (it is now Q1)
  • All communication mediated through the CSM, not the buyer
  • "They're very busy at the moment"
  • Economic buyer not present at last three touchpoints
Q02 / Customer Health Autopsy
Has the champion who signed the original contract still got the same role, budget, and influence?
Why it works

People churn before accounts churn. The champion who fought for your solution, built the business case, and survived the internal approval process is the single most important retention asset in any account. When they move, the institutional knowledge of why they bought you moves with them. Their replacement starts from zero — and often from scepticism.

What the answer reveals

A champion who has lost their budget line, been reorganised, or changed roles is no longer your champion. They may still be friendly. Friendly is not the same as able to renew. If the answer to any part of this question is no, you need to identify who actually holds the renewal decision today — and you need to start building that relationship immediately.

Red flags
  • Champion has been promoted, reorganised, or moved teams
  • New budget holder has never spoken to anyone on our team
  • "We haven't been introduced to the new person yet"
  • Original champion says "I'll sort it" but has no direct budget authority
Q03 / Customer Health Autopsy
What business outcome did we promise at the point of sale — and can we demonstrate we've delivered it?
Why it works

The gap between what was sold and what was delivered is the most common unexpressed reason for churn. The customer rarely articulates it directly. Instead they describe it in terms of features missing, service quality, or pricing. The real conversation underneath is: we were promised X, we got Y, and Y is not worth renewing at X's price.

What the answer reveals

The renewal conversation is a re-evaluation of the original value proposition. If you cannot demonstrate delivery of the promised outcome with evidence — not activity, not usage counts, but outcome — the customer is being asked to renew based on faith rather than proof. Faith does not survive budget reviews.

Red flags
  • No documented business case from point of sale
  • Success metrics defined in terms of product usage, not business outcomes
  • "We've been delivering against the SLA" (the SLA was never the value promise)
  • Customer has changed their success definition since onboarding
Q04 / Customer Health Autopsy
How has product adoption changed in the last 90 days — and does the customer know we've noticed?
Why it works

Declining adoption is the most reliable early churn signal available in any SaaS business. The data is almost always in your product analytics. The failure is almost never in the data collection — it is in the absence of a response. A team that monitors adoption passively and does not act proactively is watching churn happen and describing it as a dashboard view.

What the answer reveals

Declining adoption is the most reliable early churn signal. The second part of this question is what most CS teams miss. If adoption has dropped and the customer has not heard from you about it, the implicit message is that you don't care or haven't noticed. Neither builds renewal confidence.

Red flags
  • Logins down more than 20% over 90 days
  • Key features unused for 60+ days
  • Active users narrowed to one or two individuals
  • "Usage has been a bit lower but they said they've been busy"
Q05 / Customer Health Autopsy
What open support tickets or complaints exist right now — and how long have they been open?
Why it works

Support tickets are the written record of a customer's frustration with your product. An open ticket is a frustration that has not been resolved. A long-open ticket is a frustration that has been documented, escalated internally, and still not resolved. The customer noticed how long it took. They will remember it at renewal — even if they never mention it explicitly.

What the answer reveals

Unresolved support issues are not just operational failures. They are relationship signals. A customer who has raised a problem and not had it resolved is a customer who has tested your responsiveness and found it wanting. They will remember that at renewal.

Red flags
  • Any ticket open longer than 30 days without a resolution date
  • More than three open tickets at any time
  • A previously escalated complaint that was "resolved" but not verified with the customer
  • No record of the CSM reviewing the support queue for this account
Q06 / Customer Health Autopsy
Has the customer been to a competitor briefing, attended a rival's event, or engaged with competitor content in the last six months?
Why it works

This question requires intelligence that most CS teams do not have and do not seek. The absence of an answer is not reassurance — it is a gap. Competitor engagement is not casual. A CFO or VP does not attend a competitor's briefing because they are curious. They attend because someone in their organisation has made a case for evaluating alternatives.

What the answer reveals

Customers who are satisfied do not typically attend competitor briefings. Competitive engagement is an intent signal. It means the customer is at minimum keeping their options open, and at most actively evaluating an alternative. The absence of intelligence on this question is not reassurance. It is a gap in your awareness.

Red flags
  • LinkedIn activity showing competitor event attendance
  • Procurement team requesting a vendor comparison document
  • Customer asking questions about data export or migration processes
  • "We're always reviewing the market" (unprompted)
Q07 / Customer Health Autopsy
What was the last unprompted communication we received from this account — and what did it contain?
Why it works

The ratio of inbound to outbound communication in an account is one of the most accurate indicators of engagement available. A CS team that initiates every interaction, that sends every check-in and every agenda, that never receives an unrequested email or call — is managing an account that has already decided to be passive. Passive accounts cancel quietly.

What the answer reveals

An engaged customer communicates proactively. They share wins, raise questions, forward relevant content, invite you to internal discussions. A customer who only responds when contacted is a customer in maintenance mode. Maintenance mode customers churn when something disrupts the inertia.

Red flags
  • No inbound communication in 60 days
  • All correspondence initiated by the CS team
  • "They're responsive when we reach out" (that is not the question)
  • Last unprompted contact was a complaint
Q08 / Customer Health Autopsy
What has changed in the customer's business in the last six months — and have we mapped the implications for the renewal?
Why it works

Business change is the accelerant for churn. A merger or acquisition puts every vendor contract under review. A new CFO runs a cost rationalisation. A strategic pivot makes the existing use case less relevant. A headcount reduction removes the team that was the primary user. None of these changes are concealed — they are visible in press releases, LinkedIn, and earnings calls. The question is whether anyone is watching.

What the answer reveals

Business change is the most common trigger for unplanned churn. A merger, a leadership change, a strategic pivot, a cost reduction mandate — any of these can make a previously secure renewal vulnerable overnight. The question is whether you know about the change and have had the conversation before it becomes a cancellation notice.

Red flags
  • Company announced a merger, acquisition, or restructure
  • New C-suite hire with a mandate to reduce vendor spend
  • Significant headcount reduction in the primary user team
  • Business has pivoted away from the use case we were sold on
Q09 / Customer Health Autopsy
If this customer churned tomorrow, what would their honest departure reason be — and are we addressing it?
Why it works

Every CS professional who has been in the role for more than a year knows the honest reason why their at-risk accounts might leave. They know it before the customer says it. The departure reason is visible in the data, audible in the calls, readable in the sentiment. The question is not whether you know it. The question is whether you are doing anything about it.

What the answer reveals

This question requires honesty that most CS teams avoid. The departure reason is usually known before the customer states it. If you can name it — and you probably can — the follow-up is whether you are actively addressing it or hoping it resolves itself. It does not resolve itself.

Red flags
  • "I think they're happy overall" (not what the question asks)
  • You can name the departure reason but there is no active remediation plan
  • The departure reason has been known for more than 60 days without escalation
  • The departure reason is a product gap that has been on the roadmap for two quarters
Q10 / Customer Health Autopsy
What would it cost this customer to switch — and do they know that number?
Why it works

Switching cost is the most underused retention asset in Customer Success. The discipline that built it has almost exclusively used switching costs as a defensive moat — visible only internally and never shared with the customer who is considering leaving. This is the wrong application. Switching costs work best when the customer understands them — not as a threat, but as part of an honest conversation about what change actually involves.

What the answer reveals

Switching costs are the most underused retention asset in Customer Success. Data migration, re-training, process re-engineering, integration rebuild, lost productivity during transition — the total cost of switching is almost always larger than the customer has calculated. If you haven't walked them through the number, someone at a competitor eventually will — in the opposite direction.

Red flags
  • No switching cost document or calculation exists for this account
  • Customer has asked about data export or API access recently
  • Customer underestimates the integration complexity
  • The switching cost conversation has never been had
End of free sample — Section 01 of 04

The remaining 28 questions are in the full dispatch.

Three more sections. Monthly adoption scan. Stakeholder stability check. Switching cost reality. A scoring rubric. Four printable worksheets.

02 Adoption & Engagement Scan
03 Stakeholder Stability Check
04 Switching Cost Reality
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