cy-wali/customer-escalation

/customer-escalation

If you see unfamiliar placeholders or need to check which tools are connected, see CONNECTORS.md.

Package a support issue into a structured escalation brief for engineering, product, or leadership. Gathers context, structures reproduction steps, assesses business impact, and identifies the right escalation target.

Usage

/customer-escalation <issue description> [customer name or account]

Examples:

• /customer-escalation API returning 500 errors intermittently for Acme Corp
• /customer-escalation Data export is missing rows — 3 customers reported this week
• /customer-escalation SSO login loop affecting all Enterprise customers
• /customer-escalation Customer threatening to churn over missing audit log feature

Workflow

1. Understand the Issue

Parse the input and determine:

• What's broken or needed: The core technical or product issue
• Who's affected: Specific customer(s), segment, or all users
• How long: When did this start? How long has the customer been waiting?
• What's been tried: Any troubleshooting or workarounds attempted
• Why escalate now: What makes this need attention beyond normal support

Use the "When to Escalate vs. Handle in Support" criteria below to confirm this warrants escalation.

2. Gather Context

Pull together relevant information from available sources:

• ~~support platform: Related tickets, timeline of communications, previous troubleshooting
• ~~CRM (if connected): Account details, key contacts, previous escalations
• ~~chat: Internal discussions about this issue, similar reports from other customers
• ~~project tracker (if connected): Related bug reports or feature requests, engineering status
• ~~knowledge base: Known issues or workarounds, relevant documentation

3. Assess Business Impact

Using the impact dimensions below, quantify:

• Breadth: How many customers/users affected? Growing?
• Depth: Blocked vs. inconvenienced?
• Duration: How long has this been going on?
• Revenue: ARR at risk? Pending deals affected?
• Time pressure: Hard deadline?

4. Determine Escalation Target

Using the escalation tiers below, identify the right target: L2 Support, Engineering, Product, Security, or Leadership.

5. Structure Reproduction Steps (for bugs)

If the issue is a bug, follow the reproduction step best practices below to document clear repro steps with environment details and evidence.

6. Generate Escalation Brief

## ESCALATION: [One-line summary]

**Severity:** [Critical / High / Medium]
**Target team:** [Engineering / Product / Security / Leadership]
**Reported by:** [Your name/team]
**Date:** [Today's date]

### Impact
- **Customers affected:** [Who and how many]
- **Workflow impact:** [What they can't do]
- **Revenue at risk:** [If applicable]
- **Time in queue:** [How long this has been an issue]

### Issue Description
[Clear, concise description of the problem — 3-5 sentences]

### What's Been Tried
1. [Troubleshooting step and result]
2. [Troubleshooting step and result]
3. [Troubleshooting step and result]

### Reproduction Steps
[If applicable — follow the format below]
1. [Step]
2. [Step]
3. [Step]
Expected: [X]
Actual: [Y]
Environment: [Details]

### Customer Communication
- **Last update to customer:** [Date and what was communicated]
- **Customer expectation:** [What they're expecting and by when]
- **Escalation risk:** [Will they escalate further if not resolved by X?]

### What's Needed
- [Specific ask — "investigate root cause", "prioritize fix",
  "make product decision on X", "approve exception for Y"]
- **Deadline:** [When this needs resolution or an update]

### Supporting Context
- [Related tickets or links]
- [Internal discussion threads]
- [Documentation or logs]

7. Offer Next Steps

After generating the escalation:

• "Want me to post this in a ~~chat channel for the target team?"
• "Should I update the customer with an interim response?"
• "Want me to set a follow-up reminder to check on this?"
• "Should I draft a customer-facing update with the current status?"

---

When to Escalate vs. Handle in Support

Handle in Support When:

• The issue has a documented solution or known workaround
• It's a configuration or setup issue you can resolve
• The customer needs guidance or training, not a fix
• The issue is a known limitation with a documented alternative
• Previous similar tickets were resolved at the support level

Escalate When:

• Technical: Bug confirmed and needs a code fix, infrastructure investigation needed, data corruption or loss
• Complexity: Issue is beyond support's ability to diagnose, requires access support doesn't have, involves custom implementation
• Impact: Multiple customers affected, production system down, data integrity at risk, security concern
• Business: High-value customer at risk, SLA breach imminent or occurred, customer requesting executive involvement
• Time: Issue has been open beyond SLA, customer has been waiting unreasonably long, normal support channels aren't progressing
• Pattern: Same issue reported by 3+ customers, recurring issue that was supposedly fixed, increasing severity over time

Escalation Tiers

L1 → L2 (Support Escalation)

From: Frontline support To: Senior support / technical support specialists When: Issue requires deeper investigation, specialized product knowledge, or advanced troubleshooting What to include: Ticket summary, steps already tried, customer context

L2 → Engineering

From: Senior support To: Engineering team (relevant product area) When: Confirmed bug, infrastructure issue, needs code change, requires system-level investigation What to include: Full reproduction steps, environment details, logs or error messages, business impact, customer timeline

L2 → Product

From: Senior support To: Product management When: Feature gap causing customer pain, design decision needed, workflow doesn't match customer expectations, competing customer needs require prioritization What to include: Customer use case, business impact, frequency of request, competitive pressure (if known)

Any → Security

From: Any support tier To: Security team When: Potential data exposure, unauthorized access, vulnerability report, compliance concern What to include: What was observed, who/what is potentially affected, immediate containment steps taken, urgency assessment Note: Security escalations bypass normal tier progression — escalate immediately regardless of your level

Any → Leadership

From: Any tier (usually L2 or manager) To: Support leadership, executive team When: High-revenue customer threatening churn, SLA breach on critical account, cross-functional decision needed, exception to policy required, PR or legal risk What to include: Full business context, revenue at risk, what's been tried, specific decision or action needed, deadline

Business Impact Assessment

When escalating, quantify impact where possible:

Impact Dimensions

| Dimension | Questions to Answer | |-----------|-------------------| | Breadth | How many customers/users are affected? Is it growing? | | Depth | How severely are they impacted? Blocked vs. inconvenienced? | | Duration | How long has this been going on? How long until it's critical? | | Revenue | What's the ARR at risk? Are there pending deals affected? | | Reputation | Could this become public? Is it a reference customer? | | Contractual | Are SLAs being breached? Are there contractual obligations? |

Severity Shorthand

• Critical: Production down, data at risk, security breach, or multiple high-value customers affected. Needs immediate attention.
• High: Major functionality broken, key customer blocked, SLA at risk. Needs same-day attention.
• Medium: Significant issue with workaround, important but not urgent business impact. Needs attention this week.

Writing Reproduction Steps

Good reproduction steps are the single most valuable thing in a bug escalation. Follow these practices:

1. Start from a clean state: Describe the starting point (account type, configuration, permissions)
2. Be specific: "Click the Export button in the top-right of the Dashboard page" not "try to export"
3. Include exact values: Use specific inputs, dates, IDs — not "enter some data"
4. Note the environment: Browser, OS, account type, feature flags, plan level
5. Capture the frequency: Always reproducible? Intermittent? Only under certain conditions?
6. Include evidence: Screenshots, error messages (exact text), network logs, console output
7. Note what you've ruled out: "Tested in Chrome and Firefox — same behavior" "Not account-specific — reproduced on test account"

Follow-up Cadence After Escalation

Don't escalate and forget. Maintain ownership of the customer relationship.

| Severity | Internal Follow-up | Customer Update | |----------|-------------------|-----------------| | Critical | Every 2 hours | Every 2-4 hours (or per SLA) | | High | Every 4 hours | Every 4-8 hours | | Medium | Daily | Every 1-2 business days |

Follow-up Actions

• Check with the receiving team for progress
• Update the customer even if there's no new information ("We're still investigating — here's what we know so far")
• Adjust severity if the situation changes (better or worse)
• Document all updates in the ticket for audit trail
• Close the loop when resolved: confirm with customer, update internal tracking, capture learnings

De-escalation

Not every escalation stays escalated. De-escalate when:

• Root cause is found and it's a support-resolvable issue
• A workaround is found that unblocks the customer
• The issue resolves itself (but still document root cause)
• New information changes the severity assessment

When de-escalating:

• Notify the team you escalated to
• Update the ticket with the resolution
• Inform the customer of the resolution
• Document what was learned for future reference

Escalation Best Practices

1. Always quantify impact — vague escalations get deprioritized
2. Include reproduction steps for bugs — this is the #1 thing engineering needs
3. Be clear about what you need — "investigate" vs. "fix" vs. "decide" are different asks
4. Set and communicate a deadline — urgency without a deadline is ambiguous
5. Maintain ownership of the customer relationship even after escalating the technical issue
6. Follow up proactively — don't wait for the receiving team to come to you
7. Document everything — the escalation trail is valuable for pattern detection and process improvement