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michaelsvanbeekmichaelsvanbeek/personal-agent-skills/skills/retrospectives/SKILL.md

retrospectives

Skill1 starsChanged 7 months agoMITView on GitHub

Sprint and quarterly retrospective facilitation. Use when: running a sprint retro, facilitating a quarterly retrospective, choosing retro formats, tracking action items from retros, identifying patterns across retros, or improving team retrospective culture. Covers facilitation techniques, formats, action tracking, and anti-patterns.

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  1. Distinctive:

    Best for: After a major release or project milestone

    line 75
  2. Distinctive:

    Create a timeline of the sprint/quarter.

    line 108

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SKILL.md

Retrospectives

When to Use

  • Running a sprint retrospective
  • Facilitating a quarterly or project-level retrospective
  • Choosing a retro format for a specific team situation
  • Following up on retro action items
  • Recognizing patterns across multiple retros
  • Improving a team's retro culture when retros feel stale or unproductive

Core Principles

  1. Psychological safety first — People must feel safe to be honest. No blame, no retaliation.
  2. Actionable outcomes — Every retro produces 1–3 concrete action items with owners and deadlines.
  3. Variety keeps engagement — Rotate formats to prevent retro fatigue.
  4. Follow through — Start every retro by reviewing last retro's action items. Nothing kills retro culture faster than ignored actions.
  5. Timebox — 60 minutes for a sprint retro, 90 minutes for a quarterly retro. Respect the clock.

Sprint Retrospective (60 minutes)

Standard Flow

TimeActivity
0:00–0:05Check-in: Review previous action items — completed? In progress? Dropped?
0:05–0:10Set the stage: State the retro format, remind of ground rules
0:10–0:30Gather data: Team writes and shares observations (format-dependent)
0:30–0:45Generate insights: Group, discuss, and prioritize themes
0:45–0:55Decide actions: Pick 1–3 action items with owners and due dates
0:55–1:00Close: Quick round — one word for how you feel about the sprint

Ground Rules (share at start)

  • What's said in retro stays in retro
  • Focus on process and systems, not individuals
  • Everyone participates — no spectators
  • Disagree respectfully; assume good intent
  • The goal is improvement, not venting

Retro Formats

Rotate formats every 2–4 sprints to keep things fresh.

1. Start / Stop / Continue

Best for: General-purpose, new teams, quick retros

ColumnPrompt
StartWhat should we start doing that we're not doing?
StopWhat should we stop doing because it's not helping?
ContinueWhat's working well that we should keep doing?

2. 4Ls (Liked, Learned, Lacked, Longed For)

Best for: After a major release or project milestone

ColumnPrompt
LikedWhat did you enjoy or appreciate?
LearnedWhat did you learn this sprint?
LackedWhat was missing or insufficient?
Longed ForWhat do you wish you had?

3. Mad / Sad / Glad

Best for: Emotional check-in after a tough sprint, or when morale seems low

ColumnPrompt
MadWhat frustrated you?
SadWhat disappointed you?
GladWhat made you happy?

4. Sailboat

Best for: Visual thinkers, identifying forces helping and hindering the team

Draw a sailboat:

  • Wind (sails): What propelled us forward?
  • Anchor: What held us back?
  • Rocks (underwater): What risks do we see ahead?
  • Island (destination): Where are we trying to go?

5. Timeline

Best for: Quarterly retros or after a long project

Create a timeline of the sprint/quarter. Team adds sticky notes for:

  • Highs (green) — moments of success or energy
  • Lows (red) — moments of frustration or failure
  • Key events (blue) — incidents, launches, decisions

Discuss patterns in the timeline.

6. One-Word Check-In + Fishbowl

Best for: Large teams (8+), deep-dive on a specific topic

  1. Everyone shares one word describing the sprint
  2. Facilitator picks the dominant theme
  3. 3–4 volunteers discuss in a "fishbowl" (inner circle) while others observe
  4. Outer circle can rotate in

Quarterly Retrospective (90 minutes)

Purpose

A quarterly retro looks at patterns across sprints, not individual sprint issues. It's about systemic improvements.

Agenda

TimeActivity
0:00–0:10Review quarterly OKR scores and delivery metrics
0:10–0:20Review action items from previous quarterly retro
0:20–0:50Timeline exercise across the quarter — highs, lows, key events
0:50–1:10Theme discussion — What patterns do we see? What systemic issues?
1:10–1:25Action items — 2–4 systemic improvements with owners
1:25–1:30Close — Appreciation round (each person appreciates one teammate)

Action Item Tracking

Format

## Retro Action Items — Sprint [N] / Q[N]

| # | Action | Owner | Due Date | Status |
|---|--------|-------|----------|--------|
| 1 | [Action] | @name | YYYY-MM-DD | Open |
| 2 | [Action] | @name | YYYY-MM-DD | Open |
| 3 | [Action] | @name | YYYY-MM-DD | Open |

Rules

  • Max 3 action items per retro — More than 3 won't get done
  • Every action has an owner — Shared ownership means no ownership
  • Every action has a due date — "Sometime" means never
  • Review at next retro — First agenda item, every time
  • Track completion rate — If <50% of actions complete, you have a follow-through problem

Facilitation Tips

  1. Rotate the facilitator — Don't always facilitate yourself as EM. Give team members the opportunity.
  2. Use a timer — Visible countdown keeps discussions on track.
  3. Silent brainstorming first — Give 5 minutes of silent writing before discussion. This prevents anchoring and gives introverts space.
  4. Dot vote for prioritization — Each person gets 3 votes to place on themes. Discuss the top 2–3.
  5. Remote-friendly tools — Use a collaborative whiteboard tool (Miro, FigJam, or equivalent) for distributed teams.
  6. As the manager, speak last — Your opinions carry weight; let the team share first.

Anti-Patterns

Anti-PatternProblemBetter Approach
Same format every timeTeam tunes out, engagement dropsRotate formats every 2–4 sprints
No action itemsRetro becomes a venting sessionAlways end with 1–3 actions with owners
Actions never reviewedTrust in the retro process erodesStart every retro reviewing last retro's actions
Manager dominatesTeam stops sharing honestlyManager speaks last, facilitator rotates
Blame individualsKills psychological safetyFocus on process and systems, not people
Skipping retrosProblems compound, morale dropsRetros are non-negotiable; reschedule, don't cancel
Too many action itemsNothing gets doneCap at 3; do fewer things well

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