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/iterate-retrospective

Facilitates and documents a team retrospective capturing what went well, what to improve, and action items. Use at the end of a sprint, project, or milestone to reflect and improve team practices. To bank individual learnings into organizational memory afterward, use

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product-on-purpose-pm-skills
72668 skills6 agents11 commands2 hooks
Install
$ npx -y skills add product-on-purpose/pm-skills --skill iterate-retrospective --agent claude-code

How it fires

How this skill gets triggered: by you, by Claude, or both.

  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
  • You can call itInvoke it directly when you want it.
  • Slash command/iterate-retrospective

Context preview

The summary Claude sees to decide when to auto-load this skill.

Facilitates and documents a team retrospective capturing what went well, what to improve, and action items. Use at the end of a sprint, project, or milestone to reflect and improve team practices. To bank individual learnings into organizational memory afterward, use

SKILL.md

iterate-retrospective.SKILL.md
name: iterate-retrospective
description: Facilitates and documents a team retrospective capturing what went well, what to improve, and action items. Use at the end of a sprint, project, or milestone to reflect and improve team practices. To bank individual learnings into organizational memory afterward, use iterate-lessons-log.
license: Apache-2.0
metadata:
  phase: iterate
  version: "2.2.0"
  updated: 2026-06-10
  category: reflection
  frameworks: [triple-diamond, lean-startup, design-thinking]
  author: product-on-purpose

<!-- PM-Skills | https://github.com/product-on-purpose/pm-skills | Apache 2.0 -->

Retrospective

A retrospective is a structured reflection that helps teams learn from their experiences and continuously improve. By regularly examining what went well, what didn't, and what to change, teams build a culture of learning and adaptation. The value isn't just in the discussion.it's in the documented actions and follow-through.

When to Use

  • At the end of every sprint (for agile teams)
  • After completing a significant project or milestone
  • Following a major incident or outage
  • When team dynamics feel off and need addressing
  • At regular intervals (monthly, quarterly) even without specific triggers
  • When onboarding new team members to establish improvement culture

When NOT to Use

  • You want one durable learning banked for the organization -> use `iterate-lessons-log`; the retro is the ceremony, the log entry outlives it
  • You are scoring an OKR cycle at close -> use `measure-okr-grader`
  • The reflection must end in a pivot-or-persevere call -> use `iterate-pivot-decision`
  • You need a recap of a general (non-retro) meeting -> use `foundation-meeting-recap`

Instructions

When asked to facilitate or document a retrospective, follow these steps:

1. **Set the Context** Define what period or project this retrospective covers, who attended, and any significant events that occurred. This frames the discussion and helps future readers understand the context.

2. **Choose a Format** Select a retrospective format that fits the team's needs. Common options include:

  • **Start/Stop/Continue:** Simple and direct
  • **4Ls:** Liked, Learned, Lacked, Longed for
  • **Mad/Sad/Glad:** Emotion-focused
  • **Sailboat:** Visual metaphor (wind=helps, anchor=holds back)

3. **Gather Input** Collect observations from all team members. Ensure everyone contributes.quiet voices often have important insights. Group similar items to identify themes.

4. **Discuss and Prioritize** Don't try to address everything. Focus the discussion on the most impactful items. Vote or discuss to identify the top 2-3 issues to address.

5. **Define Action Items** Convert insights into specific, assignable actions. Every action needs an owner and a due date. Avoid vague improvements like "communicate better."

6. **Review Previous Actions** Check the status of action items from the last retrospective. Celebrate completions and discuss blockers for incomplete items. This builds accountability.

7. **Document for Future Reference** Capture the key points so they're available for future team members and for tracking patterns over time.

Project Memory Contract

Active only when `.claude/pm-skills.local.md` exists. With no file, ignore this section entirely and behave exactly as described above.

  • **Reads:** the recent `artifacts[]` entries, so the retrospective can look at what the cycle actually produced instead of relying on recall.
  • **Writes:** the lessons as an `interpretation` artifact.
  • **Posture:** propose the entry and wait for confirmation before writing, unless

`memory_auto_append: true` is set, in which case append and echo what was written.

  • **Write discipline:** re-read the file immediately before writing, never from the copy that

produced the proposal. If it changed in between, merge your entry into the current state and re-propose rather than overwriting; add only your own entry and leave every other field and section byte-identical. Nothing enforces this at runtime and the file is gitignored, so a careless whole-file write loses another session's work with no way to recover it.

A retrospective surfaces raw observations, patterns, and commitments at once. Record the durable half, the lessons, under a single tag; a downstream reader needs to know how firmly to weight the entry, and a mixed tag tells it nothing.

Output Format

Use the template in `references/TEMPLATE.md` to structure the output. A complete retrospective fills every template section: Overview; Previous Retrospective Review; What Went Well; What to Improve; Discussion Notes; Action Items; Parking Lot; Metrics and Trends; Facilitator Notes; and Next Retrospective.

Quality Checklist

Before finalizing, verify:

  • [ ] All attendees had opportunity to contribute
  • [ ] Both positives and improvements are captured
  • [ ] Action items have owners and due dates
  • [ ] Previous retrospective actions are reviewed
  • [ ] A reader who missed the retro can tell what was decided and who owns each action from this document alone

Examples

See `references/EXAMPLE.md` for a completed example.

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