skills/success-plan-creator/SKILL.md
Builds a mutual success plan with the customer that defines what success looks like, how it will be measured, who is responsible, and what the timeline is. Produces a shared document that both sides reference throughout the engagement. Use when asked to create a success plan, build a customer outcome framework, define success criteria with a customer, structure mutual goals, or when a CSM needs to align with a customer on what they are trying to achieve together. Also triggers for questions about success planning, outcome definition, customer goal alignment, mutual accountability frameworks, or how to ensure both sides know what success looks like.
npx skillsauth add stephenrogan/csm-skills success-plan-creatorInstall this skill globally with one command. Works with Claude Code, Cursor, and Windsurf.
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Builds a mutual success plan that both sides own. The success plan is the single most important document in the customer relationship because it answers the question that drives every renewal conversation: "Did we achieve what we set out to achieve?"
Provide:
Define 3-5 objectives that both sides agree on. These must be outcomes, not activities.
| Objective | Measure | Baseline | Target | Timeline | Owner | |-----------|---------|----------|--------|----------|-------| | Reduce manual reporting time | Hours/week spent on manual reports | 20 hours/week | <5 hours/week | 90 days | Customer (adoption) + CSM (enablement) | | Increase team adoption | Active users / licensed seats | 12 of 60 (20%) | 48 of 60 (80%) | 120 days | Customer (change management) + CSM (training) | | Prove ROI to leadership | EUR value of time saved vs. investment | No measurement | 3x ROI documented | 180 days | CSM (calculation) + Customer (validation) |
Objective rules:
Break each objective into milestones that show progress:
| Milestone | Linked Objective | Target Date | Status | Notes | |-----------|-----------------|------------|--------|-------| | Onboarding complete -- all 60 users trained | Adoption | Apr 15 | Not started | Depends on customer's training schedule | | First automated report run by analytics team | Manual reporting | Apr 30 | Not started | Quick win opportunity | | 50% of team using product weekly | Adoption | May 15 | Not started | Change management critical here | | Q2 value report delivered with customer-confirmed metrics | ROI | Jun 30 | Not started | Requires customer data access |
| Area | CSM Responsibility | Customer Responsibility | |------|-------------------|----------------------| | Training | Deliver sessions, provide materials, track completion | Ensure attendance, allocate team time, manager endorsement | | Adoption | Monitor usage data, identify barriers, provide recommendations | Drive internal adoption, address resistance, enforce accountability | | Value measurement | Build the ROI model, present evidence, track metrics | Validate methodology, confirm outcomes, provide internal data | | Communication | Regular check-ins, QBR preparation, status updates | Timely responses, escalation of blockers, honest feedback |
| Review | Frequency | Content | |--------|-----------|---------| | Milestone check | Monthly | Are milestones on track? Any blockers? Status update on each objective | | Success plan review | Quarterly (aligned with QBR) | Full review: objectives progressing? Targets still relevant? Adjustments needed? | | Annual reset | Yearly | New objectives for the next period based on what was achieved and what the customer's priorities are now |
| Risk/Dependency | Impact | Mitigation | Owner | |----------------|--------|-----------|-------| | Customer IT team overloaded -- integration delayed | Extends onboarding timeline by 2-4 weeks | Get IT resource commitment in kickoff. Escalate to champion if delayed | Customer champion | | Low training attendance | Adoption target at risk | Manager mandate for attendance. Offer flexible session times | Customer manager + CSM | | No baseline data for ROI | Cannot measure value improvement | Establish baseline in first 30 days before process changes | CSM + Customer |
The success plan should be built collaboratively, not presented unilaterally:
The conversation:
The customer should see the plan as their document, not yours. If it feels like a vendor template they signed, it will be ignored. If it feels like a shared commitment to their goals, it will be referenced.
| Trigger | Why Now | |---------|--------| | Post-onboarding (Day 30-60) | The customer has enough product experience to set meaningful goals | | Start of a new contract year | Reset objectives for the next period | | After a QBR where goals are discussed | Formalise what was agreed | | After a save play (relationship repair) | Establish a fresh commitment to value delivery | | Before a renewal (if no plan exists) | Build the evidence framework for the renewal conversation |
## Mutual Success Plan: [Account Name]
**Created:** [date] | **Review cadence:** [quarterly]
**CSM:** [name] | **Customer lead:** [name]
### Shared Objectives
[Objective table with measures, baselines, targets, timelines, owners]
### Milestones
[Milestone table with dates and status]
### Responsibilities
[Responsibility matrix]
### Review Schedule
[Next milestone check, next QBR, annual reset date]
### Risks and Dependencies
[Risk register]
development
Structures the CSM's week based on their portfolio status, upcoming events, overdue items, and strategic priorities. Produces a time-blocked plan that balances reactive demands with proactive account management. Use when asked to plan a week, structure daily priorities, build a weekly schedule, allocate time across accounts, manage a busy week, or when a CSM feels overwhelmed and needs to determine where to focus. Also triggers for questions about time management, weekly planning, account prioritisation for the week, daily priority setting, or how to balance competing demands across a portfolio.
development
Constructs a compelling value narrative for a customer account by connecting product usage to business outcomes in the customer's language. Produces different versions for different audiences -- the champion, the CFO, the board. Use when asked to build a value story, articulate ROI, create a business case for the customer, prepare value evidence for a renewal or QBR, or when a CSM needs to translate usage metrics into business impact the customer will recognise. Also triggers for questions about value articulation, ROI storytelling, customer business case, value evidence, or how to prove the product is worth the investment.
data-ai
Takes raw usage data -- even a spreadsheet export or pasted metrics -- and identifies patterns, risks, and opportunities. Translates product analytics into account intelligence a CSM can act on. Use when asked to interpret usage data, analyse product metrics, make sense of a usage report, identify trends in customer behaviour, flag usage-based risks, or when a CSM has data but does not know what it means for the account. Also triggers for questions about usage analysis, product analytics interpretation, behavioural pattern detection, usage-based risk identification, or turning raw metrics into actionable insight.
development
Builds a structured 30-60-90 day plan for a CSM taking over a new book of accounts or joining a new team. Prioritises accounts by risk and value, identifies immediate relationship actions, and structures the ramp to full productivity. Use when asked to plan a book transition, create a new CSM onboarding plan, structure a territory takeover, build a 30-60-90 plan for a new role, or when a CSM is inheriting accounts and needs a systematic approach to getting up to speed. Also triggers for questions about account transitions, new book ramp-up, CSM onboarding to a portfolio, territory planning, or how to take over accounts from another CSM.