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Quarterly Planning

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Run quarterly planning with honest capacity, negotiated cross-team dependencies, and an explicit cut line that names what will not get done. Use when a team commits to a quarter of work and needs the plan to survive contact with reality.

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  • Added September 5, 2026
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Scanned September 5, 2026

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SKILL.md
---
name: quarterly-planning
description: Run quarterly planning with honest capacity, negotiated cross-team dependencies, and an explicit cut line that names what will not get done. Use when a team commits to a quarter of work and needs the plan to survive contact with reality.
---

# Quarterly planning

Quarterly planning turns ambition into a set of commitments a team can actually
keep. It fails in a predictable way: capacity is counted as if everyone codes
five days a week, dependencies are assumed rather than agreed, and every
proposed item is marked "must" so nothing is ever cut until it slips. A real
plan is honest about how much fits and explicit about what does not.

## Method

1. **Start capacity from real available days, not headcount.** Take the
   calendar, subtract holidays, planned leave, on-call rotations, interviews,
   and a standing tax for support and keeping the lights on. A six-person team
   rarely has six people of new work; plan against the number that remains
   after the known drains.
2. **Size work in ranges and discount your optimism.** Estimate each item as a
   band, not a point, and apply a haircut to the total because teams
   systematically underestimate. If last quarter you planned twelve items and
   finished eight, plan eight this time. History beats hope.
3. **Negotiate every cross-team dependency in writing, both directions.** For
   each thing you need from another team, get their owner to agree to the scope
   and the date, and confirm what they need from you. An assumed dependency is a
   first-week surprise. "Platform confirms the API by week 3" beats "assuming
   platform is ready."
4. **Rank the full list and draw the cut line.** Force a stack rank, then draw a
   visible line where capacity runs out. Everything above the line is committed;
   everything below is explicitly not this quarter. The line is the deliverable:
   it makes the tradeoff a decision instead of a slow disappointment.
5. **Separate commitments from stretch and say which is which.** Commitments are
   promises other teams can build on; stretch goals are what you attempt if
   things go well. Labeling all of it "committed" destroys the word. Downstream
   teams need to know which dates they can bet on.
6. **Write down what you are deliberately not doing.** A short "not this
   quarter" list stops the same requests from reopening in week two and gives
   you a clean answer when new work arrives: it goes below the line or something
   above it moves.

## Checks

- Does planned work fit inside real available days, or inside a headcount
  fantasy?
- Has every cross-team dependency been confirmed by the team you depend on?
- Can you point to the cut line and name what is above it and below it?

## Boundaries

This plans a quarter of delivery; it does not set the strategy or the annual
bets that decide what a quarter should even contain. Ceremony varies widely:
OKRs, sprint planning, and big-room planning are different wrappers on the same
honesty, so match your organization's format rather than importing another
team's ritual.

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