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iterate-retrospective — Claude Code skill: what it does and setup

Facilitates and documents team retrospectives after sprints or milestones, capturing what worked, what failed, and who owns each follow-up action.

Install into Claude Code · Skills CLI (Vercel) All methods and platforms ↓
npx skills add product-on-purpose/pm-skills --skill iterate-retrospective -a claude-code
Open on GitHub

What iterate-retrospective does

The skill organizes retrospective sessions after a sprint or a major outage. It lets teams pick structured formats such as Start/Stop/Continue, 4Ls, Mad/Sad/Glad, or Sailboat. Rather than trying to fix everything at once, the process groups common feedback and narrows the discussion down to the top two or three priorities.

If .claude/pm-skills.local.md exists, the skill activates its project memory contract. It inspects recent artifacts to see what the cycle produced and writes durable lessons under an interpretation tag. Write discipline is critical here. Because the local file is gitignored and runtime protections do not exist, a careless full-file overwrite will wipe out work from other concurrent sessions.

Output follows references/TEMPLATE.md, covering previous action reviews, discussion notes, and next meeting plans. Every resulting action item requires a named owner and a due date.

What it helps with

  • run sprint retrospectives using formats like 4Ls or Sailboat
  • convert team feedback into action items with owners and due dates
  • review uncompleted commitments from previous retrospective meetings
  • write cycle learnings to .claude/pm-skills.local.md without losing concurrent edits

Example prompts for the agent

  • Facilitate a sprint retrospective using the Start/Stop/Continue format
  • Document our post-launch retrospective, check previous action items, and assign owners to new tasks

How to install iterate-retrospective

1Skills CLI (Vercel)

npx skills add product-on-purpose/pm-skills --skill iterate-retrospective -a claude-code

2Manually: put the files in place

~/.claude/skills/iterate-retrospective/SKILL.md

Copy the whole skill folder; for one project use .claude/skills/iterate-retrospective/

Step by step, with commands for each platform: How to install skills in Claude Code: five ways

Questions about iterate-retrospective

How do I install iterate-retrospective in Claude Code?

Run npx skills add product-on-purpose/pm-skills --skill iterate-retrospective -a claude-code.

What does iterate-retrospective do?

It guides teams through structured reflection formats, prioritizes critical issues, and outputs an action plan with owners and due dates.

When should you avoid using iterate-retrospective?

If you need to store durable institutional learning, use iterate-lessons-log instead. For scoring an OKR cycle, switch to measure-okr-grader, and use iterate-pivot-decision for pivot-or-persevere choices.

Source text

SKILL.md · Apache-2.0
---
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.

© product-on-purpose · Apache-2.0 · product-on-purpose/pm-skills

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