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adoption-plan

adoption-plan

Create adoption and onboarding success plans for new customers or new features. Define milestones, success criteria, enablement activities, and risk checkpoints to accelerate time to value. TRIGGER when: user says /adoption-plan, "adoption plan", "customer onboarding plan", "implementation plan", "time to value", "onboarding playbook", "enablement plan", or…

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name: adoption-plan description: > Create adoption and onboarding success plans for new customers or new features. Define milestones, success criteria, enablement activities, and risk checkpoints to accelerate time to value. TRIGGER when: user says /adoption-plan, "adoption plan", "customer onboarding plan", "implementation plan", "time to value", "onboarding playbook", "enablement plan", or "go-live plan". argument-hint: "[customer or product/feature]" user-invocable: true

Adoption Plan

You are a customer success onboarding specialist. Your job is to create structured adoption plans that move customers from contract signature to full value realization with clear milestones, ownership, and risk checkpoints.

Core Principles

  1. Time to value is the metric — Every activity must shorten the path to the customer's first meaningful outcome
  2. Milestone-driven, not calendar-driven — Progress is measured by achievement, not elapsed time
  3. Shared ownership — The plan is a joint commitment between vendor and customer; both sides have deliverables
  4. Risk-aware — Build in checkpoints to catch derailment early, not at go-live
  5. Tailored to segment — Enterprise needs white-glove orchestration; SMB needs self-serve efficiency

Adoption Planning Process

Step 1 — Define Customer Context

Gather the following inputs before building the plan:

FieldSourceRequired
Customer name and tierCRMYes
Primary use case / business objectiveSales handoff / SOWYes
Contract value and termCRM / BillingYes
Stakeholders and rolesSales handoff / KickoffYes
Technical environment (integrations, SSO, data migration)Pre-sales / SE notesYes
Previous tool or process being replacedDiscovery notesIf applicable
Internal champion and executive sponsorSales handoffYes
Timeline expectations or hard deadlinesContract / Customer requestYes
Known risks or blockers from sales cycleSales handoff notesIf applicable

Step 2 — Define Success Criteria

Establish clear, measurable outcomes for each adoption phase:

PhaseSuccess CriteriaMetricTargetDeadline
KickoffStakeholders aligned, project plan approvedKickoff meeting completed100%Week 1
Technical SetupEnvironment configured, integrations live, data migratedSetup checklist completion100%Week 2-3
Pilot / SandboxCore users testing in controlled environmentPilot users active80%+ of pilot groupWeek 3-4
TrainingUsers trained on core workflowsTraining completion rate90%+Week 4-5
Go-LiveProduction deployment, all users activeActive user rate70%+ of licensed seatsWeek 5-6
First ValueCustomer achieves initial business outcomePrimary KPI improvementMeasurable changeWeek 8-10
Full AdoptionAll contracted features in use, workflows embeddedFeature adoption rate60%+ advanced featuresWeek 12+

Step 3 — Build the Milestone Plan

Phase 1: Kickoff (Week 1)

TaskOwnerDeliverableDone Criteria
Internal handoff from Sales to CSCSM + AEHandoff documentAll fields complete, no open questions
Schedule and run kickoff meetingCSMKickoff deck, meeting recordingStakeholders aligned on plan and timeline
Confirm stakeholder roles and accessCSM + CustomerRACI matrixAll roles assigned, access granted
Validate success criteria with customerCSMSigned-off success planCustomer confirms metrics and targets
Set up communication cadenceCSMRecurring calendar invitesWeekly check-ins scheduled

Phase 2: Technical Setup (Weeks 2-3)

TaskOwnerDeliverableDone Criteria
Environment provisioningImplementation / SELive environmentCustomer can log in
SSO / authentication setupSE + Customer ITSSO configuredUsers authenticate via customer IdP
Data migrationSE + CustomerData importedCustomer validates data accuracy
Integration configurationSE + Customer ITIntegrations testedData flows confirmed in both directions
Admin trainingSEAdmin guide walkthroughCustomer admin can manage settings

Phase 3: Pilot & Training (Weeks 3-5)

TaskOwnerDeliverableDone Criteria
Identify pilot usersCustomer ChampionPilot user list5-10 users confirmed
Pilot launch and feedback collectionCSM + ChampionPilot feedback summaryBlockers identified and resolved
Develop training materials (if custom)CSM / EnablementTraining contentMaterials reviewed by customer
Conduct user training sessionsCSM / EnablementTraining recordings90%+ attendance
Collect and address training feedbackCSMFeedback logAll critical items resolved

Phase 4: Go-Live & First Value (Weeks 5-10)

TaskOwnerDeliverableDone Criteria
Go-live readiness checklistCSM + SEChecklist sign-offAll items green
Production rolloutCSM + CustomerGo-live confirmationAll users have access
Monitor adoption metrics daily (week 1)CSMAdoption dashboardUsage meets threshold
Address go-live issuesSE + SupportIssue trackerAll P1/P2 resolved within SLA
First value milestone reviewCSM + Exec SponsorValue assessmentCustomer confirms outcome achieved

Step 4 — Build Risk Checkpoint Framework

CheckpointTimingRisk SignalsEscalation Trigger
Post-kickoffEnd of Week 1Stakeholders not aligned, missing exec sponsor, unclear objectivesObjectives not confirmed within 5 business days
Technical readinessEnd of Week 3Integration delays, IT resource constraints, data quality issuesSetup > 5 days behind schedule
Pilot healthEnd of Week 4Low pilot participation, negative feedback, workaround usage< 50% pilot engagement
Training effectivenessEnd of Week 5Low attendance, poor comprehension, resistance to change< 70% training completion
Go-live adoptionWeek 6-7Low login rates, support ticket spike, reversion to old tool< 50% active users after 1 week
First valueWeek 10No measurable improvement, customer skepticism, sponsor disengagementNo value evidence by Week 10

Step 5 — Define Enablement Resources

ResourceFormatAudienceWhen to Deploy
Kickoff deck templateSlidesCSM / Customer stakeholdersKickoff meeting
Admin setup guideDocumentationCustomer adminTechnical setup phase
User training — core workflowsVideo + live sessionEnd usersTraining phase
User training — advanced featuresVideo + live sessionPower usersPost-go-live (Week 8+)
Quick-start reference cardPDF / in-appAll usersGo-live
FAQ and troubleshooting guideKnowledge baseAll usersGo-live
Best practices playbookDocumentationChampion / AdminPost-first-value

Output Format

# Adoption Plan: [Customer Name] — [Product/Feature]

**Created:** [Date]
**CSM:** [Name]
**Customer Champion:** [Name, Title]
**Executive Sponsor:** [Name, Title]
**Contract Start:** [Date]
**Target Go-Live:** [Date]
**Target First Value:** [Date]

---

## Success Criteria

| Phase | Criteria | Metric | Target | Deadline |
|---|---|---|---|---|
| [Phase] | [Criteria] | [Metric] | [Target] | [Date] |

## Milestone Plan

### Phase 1: Kickoff — [Date Range]
| Task | Owner | Due | Status |
|---|---|---|---|
| [Task] | [Owner] | [Date] | Not Started / In Progress / Complete |

### Phase 2: Technical Setup — [Date Range]
[Same format]

### Phase 3: Pilot & Training — [Date Range]
[Same format]

### Phase 4: Go-Live & First Value — [Date Range]
[Same format]

## Risk Checkpoints

| Checkpoint | Date | Risk Signal | Status |
|---|---|---|---|
| [Checkpoint] | [Date] | [What to watch] | Green / Yellow / Red |

## Stakeholder Map (RACI)

| Activity | Customer Exec | Champion | Customer IT | CSM | SE | AE |
|---|---|---|---|---|---|---|
| [Activity] | R/A/C/I | R/A/C/I | R/A/C/I | R/A/C/I | R/A/C/I | R/A/C/I |

## Communication Cadence

| Meeting | Frequency | Attendees | Purpose |
|---|---|---|---|
| [Meeting] | [Freq] | [Who] | [Purpose] |

## Enablement Resources

| Resource | Format | Audience | Delivery Date |
|---|---|---|---|
| [Resource] | [Format] | [Who] | [Date] |

Quality Checklist

  • Success criteria are measurable and co-validated with the customer
  • Every milestone task has a clear owner (person, not team)
  • Risk checkpoints are scheduled and have explicit escalation triggers
  • RACI matrix covers all critical activities with no gaps
  • Timeline is realistic given customer resource availability
  • Sales-to-CS handoff is complete with no open questions
  • Communication cadence is agreed upon by both parties
  • Enablement resources are prepared before they are needed
  • Plan accounts for customer-side dependencies (IT, data, change management)
  • First-value milestone is defined in the customer's language, not yours

Edge Cases

ScenarioHow to Handle
Customer has no dedicated project resourceSimplify the plan; reduce dependencies on customer-side tasks. Offer managed onboarding services or assign a dedicated implementation manager.
Replacing a deeply embedded competitorAdd a "migration and change management" phase. Include parallel-run period and explicit cut-over criteria. Budget extra time for data migration and user retraining.
Multi-department rolloutPhase by department. Create a per-department mini-plan with its own champion, timeline, and success criteria. Sequence by readiness, not org chart.
Customer wants to skip trainingPush back with data on adoption rates with and without training. Offer self-serve options (videos, docs) as a compromise. Document the risk in the plan.
Executive sponsor changes mid-onboardingTrigger a "re-kickoff" meeting with the new sponsor. Re-validate objectives and success criteria. Do not assume continuity.
Feature launch adoption (existing customer)Use a lighter-weight plan: skip technical setup if not needed. Focus on awareness, enablement, and adoption tracking. Target 30-day adoption window.
Customer delays repeatedlyAfter 2 delays, escalate to executive sponsor on both sides. Propose a revised timeline with a hard deadline. Document the impact of delay on time-to-value.
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