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quarterly-planning-builder

Skill0 starsChanged 8 months agoMITView on GitHub

Helps a CSM build their quarterly plan with portfolio priorities, measurable targets, focus areas, capacity allocation, and development goals. Produces a structured plan that can be shared with management and reviewed at quarter-end. Use when asked to build a quarterly plan, set Q1-Q4 goals, create a portfolio strategy for the quarter, plan the next 90 days, or when a CSM needs to move from reactive week-to-week management to proactive quarterly strategy. Also triggers for questions about quarterly planning, goal setting for a period, portfolio prioritisation for the quarter, or structuring a 90-day plan.

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SKILL.md

Quarterly Planning Builder

Structures the CSM's quarter with clear priorities, measurable targets, and a plan for how to allocate time across a portfolio. The difference between CSMs who grow and CSMs who plateau is often the presence or absence of this kind of intentional planning.

How to Use

Provide:

  • Your portfolio (account count, total ARR, health distribution)
  • Renewals this quarter (which accounts, ARR, risk level)
  • Expansion opportunities (which accounts, estimated value, stage)
  • At-risk accounts (which accounts, ARR, what is happening)
  • Strategic priorities from your manager or leadership (if any)
  • Your own development goals (if any)
  • Capacity constraints (PTO, internal projects, ramp -- anything that reduces your available weeks)

Plan Structure

1. Portfolio Snapshot

MetricValueTrend
Accounts[count][+/- from last quarter]
ARR[total][+/- from last quarter]
Health distributionStrong: [n], Healthy: [n], At Risk: [n], Critical: [n][changes from last quarter]
Renewals this quarter[count], EUR [ARR][risk breakdown]
Expansion pipeline[count], EUR [estimated value][stage breakdown]

2. Quarterly Objectives (Maximum 4)

For each objective:

ElementContent
ObjectiveWhat you will achieve, stated specifically
Why it mattersHow it connects to retention, growth, or your development
Success metricHow you will know you achieved it (must be measurable at quarter-end)
TargetThe specific number or outcome
Key actionsThe 3-5 things you will do to achieve this

Example objectives:

  • "Retain 95%+ of renewing ARR this quarter (EUR 1.2M renewing, target EUR 1.14M retained)"
  • "Close EUR 45k in expansion across 3 accounts"
  • "Move 3 accounts from At Risk to Healthy"
  • "Establish executive sponsor relationships at top 5 accounts by ARR"

3. Account Priorities

Classify your accounts into four management tiers for the quarter:

TierAccountsTime AllocationManagement Approach
StrategicTop 5-8 by ARR + risk40% of timeFull strategic plans (account-strategy-builder). Proactive. Multi-threaded
ManagedNext 10-15 by ARR30% of timeRegular cadence. Reactive + proactive. Standard engagement
ScaledNext 10-1520% of timeLighter cadence. Reactive primarily. Digital touchpoints
MonitoringRemaining10% of timeAutomated checks. Engage only on signals

4. Key Dates and Milestones

DateEventAccount(s)Preparation Needed
[date][renewal, QBR, executive meeting, etc.][account][what to prepare before this date]

5. Risk Register

RiskProbabilityARR ImpactMitigationStatus
[risk][H/M/L][EUR][what you are doing][active/monitoring]

6. Development Focus

One professional development goal for the quarter. Not "get better at everything" -- one specific skill or capability:

GoalWhyHowMeasure
[specific development goal][how it improves your effectiveness][specific actions -- course, practice, mentoring][how you know you improved]

7. Quarter-End Review Criteria

Define now what success looks like at the end of the quarter:

CriteriaTargetMeasurement
ARR retained[EUR] of [EUR] renewing (%)CRM renewal data
Expansion closed[EUR]CRM opportunity data
Health improvement[n] accounts moved to higher bandHealth score comparison start vs. end
Engagement compliance[%] touchpoints completed vs. plannedActivity log
Objective achievement[n] of [n] objectives metSelf-assessment + manager review

Output Format

## Quarterly Plan: [CSM Name] -- [Quarter Year]
**Portfolio:** [n] accounts | EUR [ARR] | [health summary]

### Objectives
[2-4 objectives with metrics and targets]

### Account Tiers
[Tier classification table]

### Key Dates
[Timeline of critical events]

### Risk Register
[Top risks with mitigation]

### Development Goal
[One specific development focus]

### Review Criteria
[Quarter-end success definition]

Quality Gates

  • Are the objectives measurable? "Improve retention" fails. "Retain 95%+ of EUR 1.2M renewing ARR" succeeds
  • Is the time allocation realistic? If 40% goes to Strategic accounts and you also have 12 QBRs, 5 renewals, and 3 escalations, the math may not work. Check capacity before committing
  • Does the risk register include at least one risk? If you see zero risks in your portfolio for the next 90 days, you are not looking hard enough
  • Would your manager approve this plan? If the plan does not align with what leadership cares about, it will create friction regardless of execution quality
  • Can you review this plan in 5 minutes at the end of the quarter and know whether you succeeded? If the review criteria are vague, the plan is vague

Principles

  • A plan you review weekly is 10x more valuable than a plan you write once. Schedule 15 minutes every Friday to check progress against the plan. Adjust as reality evolves
  • Four objectives maximum. More than four means none get full attention. Pick the four that matter most and execute them well
  • The plan should make you slightly uncomfortable. If every objective is easily achievable with your current approach, the plan is not ambitious enough. Growth happens when you stretch
  • Share the plan with your manager. It aligns expectations, creates accountability, and gives them the context to support you. A manager who knows your plan can help you when things go sideways. A manager who does not know your plan can only react

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