Sailboat retrospective template
Look back as a boat: what pushed you on, what held you back, the rocks ahead and the island you’re sailing for. A favourite for sprint retros because it covers the past, the risks and the goal in one picture.
Opens a new board from it in Stetley Board. Sign in with your email first if you haven’t: no password, no card.
The board
Four zones: the wind (what pushed us forward), anchors (what held us back), rocks (risks ahead) and the island (where we want to get to). Each person writes alone first, so the quiet voices are on the board before the discussion starts.
How to run it in 45 minutes
Stetley Board walks the room through these steps, with a timer for each and a guide for the facilitator. Change the times to suit you.
- Set the scene 2 min
We are a boat. Wind pushes us on, anchors hold us back, rocks are risks ahead, and the island is our goal.
- Write alone 8 min
One thought per note. Put each note in the zone where it belongs: wind, anchors, rocks or island.
- Read and group 9 min
Read every zone. Move notes that sit in the wrong place, and stack ones that say the same thing.
- Look at the rocks 7 min
Imagine the next sprint went badly. Which rock did we hit? Add a note for each reason.
- Pick 6 min
Vote for the most original and the most doable — they're different. Select a note, then tap ✦ Original or ✓ Doable on the bar above it.
- Turn into actions 10 min
For the top anchors and rocks, write the very next action and who owns it: "When ___ happens, I'll ___."
- Wrap up 3 min
Nice work — the board is saved, and the summary is ready to download. What's one thing you're taking away?
Tips
- Start reading at the wind: say what worked before fixing anything.
- If the island stays empty, ask for it first. A goal gives the anchors and rocks a direction.
- Keep it about the work, not people: ask “what is behind this?”, never “who did this?”.
- Read how to run a sailboat retro in 30 minutes for a shorter version.
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Questions
What is a sailboat retrospective?
A retro where the team draws its work as a boat: wind for what helped, anchors for what slowed it, rocks for risks and an island for the goal. It works well when you want to talk about the future as well as the last sprint.
How long does it take?
About 45 minutes as laid out here. For 30 minutes, shorten the challenge and actions steps.
Can people stay anonymous?
Yes. Start the session as anonymous and notes carry no author, permanently.