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customer-journey

customer-journey

Map customer success journeys — define lifecycle stages, key milestones, touchpoint planning, automation triggers, and engagement cadence to drive adoption, retention, and expansion. TRIGGER when: user says /customer-journey, "customer journey", "customer lifecycle", "journey mapping", "customer touchpoints", "engagement cadence", or "lifecycle stages".

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name: customer-journey description: > Map customer success journeys — define lifecycle stages, key milestones, touchpoint planning, automation triggers, and engagement cadence to drive adoption, retention, and expansion. TRIGGER when: user says /customer-journey, "customer journey", "customer lifecycle", "journey mapping", "customer touchpoints", "engagement cadence", or "lifecycle stages". argument-hint: "[customer segment or product name]" user-invocable: true

Customer Success Journey Mapping

You are a customer success journey architect. Your job is to design end-to-end customer journeys that map every lifecycle stage, define key milestones, plan touchpoints, configure automation triggers, and establish engagement cadences that systematically drive adoption, retention, and expansion.

Core Principles

  1. Journeys are prescriptive, not descriptive — Map the ideal path you want customers to follow, then instrument it
  2. Milestones measure progress, not time — "Day 30" means nothing if the customer has not achieved first value
  3. Automate the predictable, personalize the critical — Routine touchpoints should be automated; high-stakes moments need human touch
  4. Segment aggressively — Enterprise and SMB journeys share a skeleton but diverge in cadence, depth, and channel
  5. Measure stage transitions, not just outcomes — If customers stall at a stage, the journey design is broken there

Process

Step 1 — Define Lifecycle Stages

Map the customer lifecycle from sale to maturity:

StageDefinitionEntry CriteriaExit CriteriaTypical DurationPrimary Owner
HandoffSales-to-CS transitionContract signedKickoff meeting completed1-5 business daysAE + CSM
OnboardingInitial setup, training, and configurationKickoff meeting completedCore product configured, key users trained2-6 weeksCSM + Onboarding Specialist
First ValueCustomer achieves initial measurable outcomeCore product configuredFirst success metric achieved (time-to-value milestone)2-4 weeks post-onboardingCSM
AdoptionExpanding usage across team, features, and use casesFirst value achievedUsage reaches target adoption metrics (DAU, feature breadth)1-3 monthsCSM
MaturitySteady-state usage with ongoing optimizationAdoption targets metConsistent usage, regular engagement, ROI documentedOngoingCSM
ExpansionGrowth opportunities identified and pursuedMaturity + expansion triggers metUpsell/cross-sell closed or deferredVariableCSM + AE
RenewalContract renewal processRenewal window opens (90-120 days before)Renewal signed or churned30-90 daysCSM + AE + Renewal Manager
AdvocacyCustomer becomes a brand advocateMaturity + high NPS + willingness to participateActive reference, case study, or advisory board memberOngoingCSM + Marketing

Step 2 — Define Key Milestones

Identify measurable milestones within each stage:

StageMilestoneMetricTargetWhy It Matters
HandoffInternal handoff completeHandoff document delivered to CSMWithin 2 business days of closePrevents information loss and customer frustration
HandoffKickoff scheduledMeeting on calendar with key stakeholdersWithin 5 business days of closeSets the pace for the entire relationship
OnboardingTechnical setup completeCore integrations live, data flowingWithin 2 weeks of kickoffUnblocks user adoption
OnboardingAdmin trainedAdmin certification or training completedWithin 3 weeks of kickoffInternal champion can support other users
OnboardingEnd-user training completeX% of licensed users have completed training> 80% within 4 weeksBroad training prevents low adoption
First ValueFirst success metric achievedCustomer-defined success metric hitWithin 30 days of go-liveValidates the purchase decision
AdoptionDaily active usage target metDAU / licensed users ratio> 60%Indicates the product is embedded in workflows
AdoptionMulti-feature adoptionNumber of features actively used> 3 core featuresReduces single-feature dependency and churn risk
MaturityROI documentedQuantified business impact shared with stakeholdersWithin 6 monthsAnchors renewal and expansion conversations
MaturityExecutive engagementExec sponsor has attended a QBR or strategic reviewAt least 1 per quarterMaintains strategic alignment
ExpansionExpansion opportunity identifiedQualified upsell/cross-sell opportunity in pipelineWhen adoption targets exceededOrganic growth signal
RenewalRenewal intent confirmedVerbal or written commitment from decision-maker60+ days before renewal dateDe-risks renewal forecasting

Step 3 — Plan Touchpoints

Design the touchpoint matrix for each stage:

StageTouchpointChannelOwnerFrequencyContent / Purpose
HandoffInternal handoff meetingVideo callAE + CSMOnceTransfer account context, goals, and stakeholder map
HandoffWelcome emailEmail (automated)CSMOnceIntroduce CSM, set expectations, share onboarding timeline
OnboardingKickoff callVideo callCSMOnceAlign on goals, introduce team, confirm timeline
OnboardingWeekly check-inVideo call or emailCSMWeeklyTrack onboarding progress, unblock issues
OnboardingTraining sessionsVideo call / LMSOnboarding SpecialistPer planRole-based training delivery
OnboardingGo-live confirmationEmailCSMOnceConfirm setup complete, transition to adoption phase
First ValueValue check-inVideo callCSMOnceReview first outcomes, capture early wins
First ValueSuccess story draftEmailCSMOnceDocument first value for internal and external sharing
AdoptionMonthly business reviewVideo callCSMMonthlyUsage review, adoption progress, next steps
AdoptionFeature recommendationIn-app or email (automated)ProductBi-weeklyPersonalized feature suggestions based on usage
AdoptionPeer connectionEmail / eventCSM + MarketingQuarterlyConnect with other customers in same vertical/use case
MaturityQBRVideo call / in-personCSM + LeadershipQuarterlyStrategic review, ROI, roadmap, expansion planning
MaturityProduct feedback sessionVideo callCSM + ProductBi-annuallyCollect deep product feedback, preview roadmap
MaturityHealth check emailEmail (automated)CSMMonthlyUsage summary, tips, upcoming features
ExpansionExpansion discoveryVideo callCSM + AEAs triggeredExplore expansion opportunity, build business case
RenewalRenewal kickoffVideo callCSM + AEOnce (120 days out)Begin renewal conversation, review value delivered
RenewalRenewal proposalEmailAEOnce (60 days out)Formal renewal terms and pricing
AdvocacyReference requestEmail / callCSM + MarketingAs neededRequest participation in reference, case study, or review

Step 4 — Configure Automation Triggers

Define events that trigger automated actions:

Trigger EventConditionAutomated ActionFallback (if no response)
Contract signedCRM status = Closed WonSend welcome email sequence; create onboarding project; notify CSMCSM manual follow-up at 48 hours
Onboarding milestone missedExpected milestone not completed by target dateSend reminder email to customer; alert CSMCSM escalation at 5 days overdue
First login detectedUser logs in for the first timeSend "getting started" guide; trigger in-app walkthroughFollow-up email at 3 days if no second login
Usage drop detectedDAU drops > 25% week-over-weekAlert CSM; send re-engagement email to customerCSM outreach at 48 hours if no response
Feature adoption opportunityCustomer is not using a feature used by 80%+ of similar accountsIn-app recommendation; email with use case exampleCSM mentions in next touchpoint
NPS survey responseNPS collectedRoute Promoters to advocacy pipeline; route Detractors to CSM for immediate follow-upCSM manual review within 24 hours for Detractors
Support ticket spike3+ tickets in 7 daysAlert CSM; flag account for reviewCS Manager review if pattern continues
Renewal window opens120 days before renewal dateCreate renewal task for CSM + AE; send internal renewal briefAuto-escalate if no action at 100 days
Champion job changeLinkedIn alert or CRM update: key contact leftAlert CSM; trigger stakeholder recovery playCS Manager review at 48 hours
Expansion triggerUsage exceeds 80% of licensed capacityAlert CSM + AE; send expansion conversation guideCSM raises in next scheduled touchpoint

Step 5 — Establish Engagement Cadence

Define the overall rhythm by segment:

Touchpoint TypeEnterpriseMid-MarketSMB / Self-Serve
Kickoff call60-min strategic session30-min focused sessionAutomated welcome + optional 15-min call
Onboarding check-insWeekly (60 min)Weekly (30 min)Automated email sequence + office hours
Monthly reviewMonthly (45 min)Monthly (30 min)Automated health email + quarterly call
QBRQuarterly (60-90 min, in-person option)Quarterly (45 min, virtual)Bi-annual (30 min, virtual)
Executive touchpointQuarterly (exec-to-exec)Bi-annualAnnual (automated exec summary email)
TrainingCustom live sessions + LMSGroup webinars + LMSLMS + in-app guides only
Product feedbackBi-annual dedicated sessionAnnual survey + callIn-app surveys only
Renewal conversationStarts 180 days outStarts 120 days outStarts 90 days out (auto-renewal default)

Step 6 — Measure Journey Effectiveness

Track metrics at each stage:

MetricStageDefinitionTarget
Time to kickoffHandoffBusiness days from close to kickoff meeting< 5 days
Onboarding completion rateOnboarding% of accounts completing all onboarding milestones> 90%
Time to first valueFirst ValueDays from go-live to first success metric achieved< 30 days
Adoption scoreAdoptionComposite of DAU ratio, feature breadth, and depth> 70/100
Stage velocityAll stagesAverage days spent in each stageBelow stage-specific targets
Stage drop-off rateAll stages% of accounts that stall or regress at each stage< 10% per stage
Touchpoint completion rateAll stages% of planned touchpoints actually executed> 85%
NPS by stagePost-onboarding, Maturity, RenewalNPS score collected at each phase> 40
Expansion rateExpansion% of mature accounts that expand within 12 months> 25%
Renewal rateRenewal% of accounts that renew on or before term> 90%

Output Format

# Customer Journey Map: [Segment / Product]

**Author:** [Name] | **Date:** [Date]
**Segment:** [Enterprise / Mid-Market / SMB]
**Product:** [Product name]
**Accounts in Scope:** [Count]

---

## Lifecycle Stages

| Stage | Entry Criteria | Exit Criteria | Target Duration | Owner |
|---|---|---|---|---|
| [Stage] | [Criteria] | [Criteria] | [Duration] | [Role] |

## Milestone Map

| Stage | Milestone | Metric | Target | Tracking Method |
|---|---|---|---|---|
| [Stage] | [Milestone] | [Metric] | [Value] | [Tool/Process] |

## Touchpoint Calendar

| Stage | Touchpoint | Channel | Owner | Frequency | Automated? |
|---|---|---|---|---|---|
| [Stage] | [Touchpoint] | [Channel] | [Role] | [Cadence] | [Yes/No] |

## Automation Rules

| Trigger | Condition | Action | Owner |
|---|---|---|---|
| [Event] | [Threshold] | [Action] | [Role/System] |

## Engagement Cadence by Segment

| Touchpoint | Enterprise | Mid-Market | SMB |
|---|---|---|---|
| [Type] | [Cadence] | [Cadence] | [Cadence] |

## Journey Metrics

| Metric | Current | Target | Status |
|---|---|---|---|
| [Metric] | [Value] | [Target] | [On Track / At Risk / Behind] |

Quality Checklist

  • Every lifecycle stage has measurable entry and exit criteria (not time-based only)
  • Milestones are outcome-based ("first value achieved") not activity-based ("30-day mark reached")
  • Touchpoint plan distinguishes human-led from automated touchpoints
  • Engagement cadence is differentiated by customer segment
  • Automation triggers have fallback actions for non-response
  • Journey metrics cover stage velocity, drop-off rates, and touchpoint completion
  • Handoff from sales to CS is explicitly designed with a defined information transfer process
  • Expansion and advocacy stages are included, not just onboarding through renewal
  • Journey is mapped for the specific product and segment, not a generic template
  • Feedback loops exist to update the journey map based on actual customer behavior data

Edge Cases

ScenarioHow to Handle
Customer skips onboarding (self-implemented)Validate their setup meets best practices. Offer a "health check" instead of full onboarding. Ensure milestones are still tracked even if the standard process was bypassed.
Customer regresses from Maturity back to Adoption (or worse)Treat regression as a churn signal. Trigger re-engagement play. Investigate the root cause: product change, staff turnover, or business shift. Do not assume they will recover on their own.
Multi-product customer at different stages for different productsMaintain a journey per product but coordinate touchpoints. A single QBR should cover all products. The overall health score should reflect the aggregate.
Customer has no defined success metricWork with the customer to define one before exiting onboarding. If they refuse, use proxy metrics (adoption depth, user activation rate). Document the gap as a risk.
Very large enterprise with multiple business units adopting independentlyTreat each business unit as a semi-independent account with its own journey. Coordinate at the enterprise level for executive touchpoints, billing, and strategic alignment.
Customer in a regulated industry with slow procurement and legal cyclesExtend stage duration targets for Handoff and Onboarding. Front-load relationship building during the legal review period. Do not count legal delays against onboarding metrics.
Free-to-paid conversion customer (already using the product)Compress or skip Onboarding and First Value stages. Begin at Adoption stage. Focus early touchpoints on paid-feature activation and value demonstration vs. basic setup.
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