Method · Retrospectives
Sailboat retrospective: how to run it
Draw a boat sailing to an island: the team adds what pushes it forward (wind), what holds it back (anchors), and risks ahead (rocks) — a picture that makes a retrospective easier to talk about.
When it helps
Use it for a team that is tired of the same retrospective format, or when talking about problems directly is hard — the picture gives people a way to say it.
When to use something else
Skip it for a quick check-in; the drawing takes a few minutes to explain. Very literal-minded groups may prefer plain columns.
How to run it, step by step
- Draw the picture3 min
- A boat, an island (the goal), wind, anchors and rocks.
- Name the island4 min
- What are we sailing towards — this quarter’s goal?
- Add notes10 min
- Wind: what helps us. Anchors: what slows us. Rocks: risks ahead.
- Discuss anchors and rocks18 min
- Which anchor slows us most? Which rock is closest?
- Actions10 min
- One anchor to cut, one rock to steer around, each with an owner.
What comes out — an example
Made up, to show the shape.
Island. Launch the mobile app by March.
Wind. A strong designer joined; customers asking for it.
Anchors. Waiting days for API changes from another team.
Rocks. App store review could delay launch.
Actions. Weekly sync with the API team (Leo); submit for review two weeks early (Mia).
Questions
What is a sailboat retrospective?
A visual retrospective using a picture of a boat: wind for what helps, anchors for what slows the team, rocks for risks and an island for the goal.
Why use a metaphor in a retrospective?
A picture can make it easier to talk about problems and keep a regular retrospective fresh.
What is the difference between anchors and rocks?
Anchors are what slow the team today; rocks are risks ahead that could cause damage if not avoided.
Can the sailboat work for a whole project, not just a sprint?
Yes. Put the project’s end goal on the island and run it at the halfway point, when there is still time to cut an anchor or steer around a rock.
Other methods
Try Meetful
Meetings that take their own notes
Free video meetings in the browser: every line of the transcript under the name of who said it, and the summary and action items when you hang up. Nothing to install — guests just open the link.