Agent skill

Iterate Lessons Log

by product-on-purpose in product-on-purpose/pm-skills

Creates a structured lessons learned entry for organizational memory.

Apache-2.0Auto-check passedProduct & Project Management

Install Iterate Lessons Log

skills CLI
$ npx skills add product-on-purpose/pm-skills --skill iterate-lessons-log -a claude-code

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install product-on-purpose/pm-skills iterate-lessons-log --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Manual copy
$ git clone --depth 1 https://github.com/product-on-purpose/pm-skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/skills/iterate-lessons-log .claude/skills/iterate-lessons-log && rm -rf skills-src

Use ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
iterate-lessons-log
GitHub stars
716
Token cost
~995 tokens
SKILL.md length
444 words
Files
5 (incl. references)
Skills in repo
68
Repo updated
First seen
Licence
Apache-2.0

At a glance

Creates a structured lessons learned entry for organizational memory.

  • Works in 7 steps: Choose a Descriptive Title → Provide Context → Describe What Happened → …
  • Tasks that involve Retrospectives
  • SKILL.md covers When to Use, When NOT to Use, Instructions and Output Format, plus 2 more sections
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Iterate Lessons Log is an agent skill from product-on-purpose/pm-skills. Creates a structured lessons learned entry for organizational memory. Use after an incident, a completed project, or a significant learning to record knowledge for future teams and initiatives. Distinct from iterate-retrospective, which facilitates the team ceremony; this skill writes the durable lessons entry that outlives it.

Its SKILL.md is about 1000 tokens, which your agent loads only when the skill is triggered. The skill folder holds 6 other files, including reference files (for example `HISTORY.md`, `evals/trigger-fixtures.json` and `references/EXAMPLE.md`).

It sits in Product & Project Management, covering Retrospectives. The repository describes itself as: 68 plug-and-play, best-practice product management skills for AI agents: 30 Triple Diamond phase + 11 foundation + 12 utility + 15 tool (Foundation Sprint + Design Sprint). Plus… The licence is Apache-2.0.

When your agent uses it

  • Tasks that involve Retrospectives

Example prompts

  • “Use the iterate-lessons-log skill to create a structured lessons learned entry for organizational memory”
  • “/iterate-lessons-log”

Workflow steps

7 steps, taken from the first numbered list in SKILL.md.

  1. Choose a Descriptive Title
  2. Provide Context
  3. Describe What Happened
  4. Extract the Lesson
  5. Formulate Recommendations
  6. Define Applicability
  7. Add Tags for Searchability

What it can do on your machine

Read from SKILL.md and the folder at commit 1cef1a9. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    No scripts in the folder and no shell commands in SKILL.md.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    No URLs in SKILL.md.

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Iterate Lessons Log loads about 995 tokens when it runs, and up to ~4.4k if it reads all its reference files. Until then it costs about 87 tokens; SKILL.md has 444 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~87
When it runs · the whole SKILL.md, loaded when a task matches
~995
With references · SKILL.md plus every file in references/, read only if the agent opens them
~4.4k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check passed

The automated check found no risky patterns in SKILL.md.

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); files beside SKILL.md are not scanned.

SKILL.md

The full file from product-on-purpose/pm-skills at commit 1cef1a9, republished under its Apache-2.0 licence (© product-on-purpose). 444 words, ~995 tokens.

Download SKILL.mdSave it as .claude/skills/iterate-lessons-log/SKILL.md (or your agent's skills folder). This skill also uses 4 other files; get the full folder from GitHub.
name
iterate-lessons-log
description
Creates a structured lessons learned entry for organizational memory. Use after an incident, a completed project, or a significant learning to record knowledge for future teams and initiatives. Distinct from iterate-retrospective, which facilitates the team ceremony; this skill writes the durable lessons entry that outlives it.
license
Apache-2.0
metadata.phase
iterate
metadata.version
2.1.0
metadata.updated
2026-06-10
metadata.category
reflection
metadata.frameworks
triple-diamond, lean-startup, design-thinking
metadata.author
product-on-purpose
<!-- PM-Skills | https://github.com/product-on-purpose/pm-skills | Apache 2.0 -->

Lessons Log

A lessons log entry captures significant learning from projects, incidents, or experiences in a format that's useful to future teams who weren't there. Unlike retrospectives (which focus on team improvement), lessons logs focus on organizational knowledge that transcends individual teams.patterns, anti-patterns, and hard-won wisdom.

When to Use

  • After completing a significant project or initiative
  • Following a major incident, outage, or failure
  • When you realize something important that others should know
  • After discovering a pattern that keeps recurring
  • When experienced team members leave (capture their knowledge)
  • During post-mortems to preserve learnings

When NOT to Use

  • You are facilitating the team ceremony itself -> use iterate-retrospective; this skill banks the durable entry that outlives it
  • You are deciding whether to change direction based on results -> use iterate-pivot-decision
  • The learning is an experiment readout -> use measure-experiment-results first, then bank the transferable lesson here
  • You are updating stakeholders on what was learned -> use foundation-stakeholder-update

Instructions

When asked to create a lessons log entry, follow these steps:

  1. Choose a Descriptive Title Write a title that someone searching for this topic would find. Include keywords that describe the situation and the learning. Avoid generic titles like "Project X lessons."

  2. Provide Context Explain the situation fully enough that someone who wasn't there can understand it. Include the project, timeline, team, and any relevant constraints. Future readers need this context to assess applicability.

  3. Describe What Happened Write a factual account of what occurred. Be specific about actions taken, decisions made, and outcomes observed. Avoid blame.focus on events and systems.

  4. Extract the Lesson Articulate what you learned clearly. The lesson should be actionable.something others can apply. Distinguish between what you observed and your interpretation of why it matters.

  5. Formulate Recommendations Provide specific guidance for future teams facing similar situations. What should they do? What should they avoid? What questions should they ask?

  6. Define Applicability Help readers know when this lesson applies. What situations trigger relevance? What context makes it more or less applicable?

  7. Add Tags for Searchability Include keywords and categories that will help future searchers find this entry. Think about what someone would search for when facing a similar situation.

Show full SKILL.md (84 more words)Show less

Output Format

Use the template in references/TEMPLATE.md to structure the output. A complete entry fills every template section: Metadata; Summary; Context; What Happened; The Lesson; Recommendations; Applicability; Supporting Evidence; Tags and Categories; and Review and Updates.

Quality Checklist

Before finalizing, verify:

  • Title is descriptive and searchable
  • Context is complete enough for someone who wasn't there
  • Lesson is clearly articulated and actionable
  • Recommendations are specific, not vague
  • Entry stands alone (doesn't require external context)
  • Tags enable future discovery

Examples

See references/EXAMPLE.md for a completed example.

© product-on-purpose, Apache-2.0. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file

Files

SKILL.md and 4 other files (references) in skills/iterate-lessons-log of product-on-purpose/pm-skills.

  • SKILL.md
  • HISTORY.md
  • evals/trigger-fixtures.json
  • references/EXAMPLE.md
  • references/TEMPLATE.md

Open the folder on GitHubat commit 1cef1a9

Compare with similar skills

Iterate Lessons Log next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Iterate Lessons Log compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Iterate Lessons Log this skillproduct-on-purpose/pm-skills716—~995Automated safety check: PassApache-2.0
Weekly Engineering Retrogarrytan/gstack136k—~2.4kAutomated safety check: PassMIT
Dough Execute Planterryyin/lizard2.5k—~4.3kAutomated safety check: PassCustom licence
Oral Paper SkillAdkid-Zephyr/oral-paper-skill357—~1.9kAutomated safety check: PassNone
Deck Retroasheshgoplani/agent-deck1.1k—~1.8kAutomated safety check: PassMIT
Dough Execution Retrospectiveterryyin/lizard2.5k—~4kAutomated safety check: PassCustom licence

Similar skills

  • Builds a weekly engineering retrospective from git history: commit counts, per-person contributions, work patterns and code quality numbers over a chosen window.

    136k GitHub stars~2.4k tokensUpdated today
    Product & Project ManagementAuto-check passed
  • Dough Execute Plan

    terryyin/lizard

    Executes one selected story or bounded retrospective correction through an executable plan, or one authorized planless slice from a selected simple story or a contextual instruction, with…

    2.5k GitHub stars~4.3k tokensUpdated today
    Product & Project ManagementAuto-check passed
  • Oral Paper Skill

    Adkid-Zephyr/oral-paper-skill

    Help authors learn from exemplary ICLR, ICML, and NeurIPS papers through source-linked manuscript comparisons, concrete writing and experiment suggestions, and guided reflection.

    357 GitHub stars~1.9k tokensUpdated 23 days ago
    Product & Project ManagementAuto-check passed
  • Deck Retro

    asheshgoplani/agent-deck

    Run a fully local agent-deck retrospective over the user's own transcripts, Recall index and logs.

    1.1k GitHub stars~1.8k tokensUpdated yesterday
    Product & Project ManagementAuto-check passed
  • Reviews planned, completed planless quick, or quick-to-planned execution against original intent, aggregate commits, current whole-product architecture, and tests, including after cleanup.

    2.5k GitHub stars~4k tokensUpdated today
    Product & Project ManagementAuto-check passed
  • Criticism Self Criticism

    HughYau/qiushi-skill

    批评与自我批评:在工作完成、阶段验收、收到批评或同类错误反复出现时,对成果和过程做诚实、具体、基于事实的审视,输出可执行的改进项,并处理外来批评而不辩解。触发信号包括 review、复盘、审查、"帮我看看有没有问题"、"你确定吗";任务刚开始或只是单步查询时不触发。

    3.8k GitHub stars~423 tokensUpdated 10 days ago
    Product & Project ManagementAuto-check passed

More from product-on-purpose/pm-skills

All 68 skills in this repo
  • Define Hypothesis

    product-on-purpose/pm-skills

    Defines a testable hypothesis with clear success metrics and a validation approach.

    716 GitHub stars~966 tokensUpdated 2 days ago
    Auto-check passed
  • Define Jtbd Canvas

    product-on-purpose/pm-skills

    Creates a Jobs to be Done canvas capturing the functional, emotional, and social dimensions of a customer job.

    716 GitHub stars~1.1k tokensUpdated 2 days ago
    Auto-check passed
  • Define Opportunity Tree

    product-on-purpose/pm-skills

    Creates an opportunity solution tree connecting a desired outcome to customer opportunities and candidate solutions, preventing solution-first jumps in continuous discovery.

    716 GitHub stars~1.1k tokensUpdated 2 days ago
    Auto-check passed
  • Define Problem Statement

    product-on-purpose/pm-skills

    Creates a clear problem framing document with user impact, business context, and success criteria.

    716 GitHub stars~932 tokensUpdated 2 days ago
    Auto-check passed
  • Deliver Acceptance Criteria

    product-on-purpose/pm-skills

    Generates structured Given/When/Then acceptance criteria for a user story or feature slice, covering the happy path, key failure scenarios, and non-functional expectations in testable form.

    716 GitHub stars~1k tokensUpdated 2 days ago
    Auto-check passed
  • Deliver Launch Checklist

    product-on-purpose/pm-skills

    Creates a cross-functional pre-launch checklist covering engineering, design, marketing, support, legal, and operations readiness, with owners, dates, and go/no-go criteria so nothing is missed…

    716 GitHub stars~970 tokensUpdated 2 days ago
    Auto-check passed

Questions about Iterate Lessons Log

What does Iterate Lessons Log do?

Creates a structured lessons learned entry for organizational memory. Iterate Lessons Log is an agent skill from product-on-purpose/pm-skills. Creates a structured lessons learned entry for organizational memory.

When should I use Iterate Lessons Log?

Iterate Lessons Log fits situations like: tasks that involve Retrospectives.

How do I install Iterate Lessons Log in Claude Code?

Run `npx skills add product-on-purpose/pm-skills --skill iterate-lessons-log -a claude-code`. Or copy the skill folder (skills/iterate-lessons-log in product-on-purpose/pm-skills) into .claude/skills/iterate-lessons-log in your project. Claude Code loads it when a task matches its description.

How do I install Iterate Lessons Log in Codex?

Run `npx skills add product-on-purpose/pm-skills --skill iterate-lessons-log -a codex`. Or copy the skill folder (skills/iterate-lessons-log in product-on-purpose/pm-skills) into .agents/skills/iterate-lessons-log in your project. Codex loads it when a task matches its description.

Can I use Iterate Lessons Log in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add product-on-purpose/pm-skills --skill iterate-lessons-log -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/iterate-lessons-log, .gemini/skills/iterate-lessons-log, .github/skills/iterate-lessons-log and .opencode/skills/iterate-lessons-log in your project.

What does Iterate Lessons Log need to run?

SKILL.md names no scripts, command-line tools or credentials: Iterate Lessons Log is instructions for the agent only.

Does Iterate Lessons Log access the network?

SKILL.md contains no URLs. Any network use would come from the scripts or tools the agent runs. This is read from the text; nothing was executed.

Is Iterate Lessons Log safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. Review the folder before installing.

What licence does Iterate Lessons Log use?

Iterate Lessons Log is published under the Apache-2.0 licence (declared in SKILL.md). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Iterate Lessons Log use?

About 995 tokens (SKILL.md is roughly 4k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full. Its references folder adds about 3.4k tokens, read only when the agent opens those files.

What are the alternatives to Iterate Lessons Log?

Skills that share tags, products or a category with Iterate Lessons Log: Weekly Engineering Retro (garrytan/gstack, 136k stars), Dough Execute Plan (terryyin/lizard, 2.5k stars), Oral Paper Skill (Adkid-Zephyr/oral-paper-skill, 357 stars) and Deck Retro (asheshgoplani/agent-deck, 1.1k stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Iterate Lessons Log?

product-on-purpose (a GitHub organization) maintains it in product-on-purpose/pm-skills, which has 716 GitHub stars. The repository holds 68 skills in this directory. The repository was last updated on October 8, 2026.

Source: product-on-purpose/pm-skills on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.