Skip to content

Sailboat retrospective

Picture the team as a boat. The wind pushes it forward, the anchor holds it back, the rocks are the risks ahead and the island is where it is heading. One board covers the sprint you had and the one to come.

4 columns · 45 to 60 minutes · Free, no sign-up

Your team joins with the link.

When to run a Sailboat retro

  • At the start of a new phase, when the goal matters as much as the last sprint.
  • When the same blockers keep coming back and you want to see them beside the goal.
  • With people from outside the team: the picture is easy for anyone to read.

The four columns

Each column asks the team one question. Read the questions out before anyone writes, so everyone answers the same ones.

Sailboat retrospective template: Wind, Anchor, Rocks and Island columns with example cards
The Sailboat retrospective template, with two example cards in each column.
  1. Wind (Helps)

    What pushes us toward the goal?

    For example

    The new staging environment

    Anonymous
  2. Anchor (Hinders)

    What slows us down or holds us back?

    For example

    Waiting days for API access

    Anonymous
  3. Rocks (Risks)

    What could sink us if we ignore it?

    For example

    Only one person knows the billing code

    Anonymous
  4. Island (Goals)

    Where do we want to be?

    For example

    Self-serve onboarding before January

    Anonymous

How to run a Sailboat retrospective

About 45 to 60 minutes for a team of five to eight, in one shared room.

  1. Open the room

    Press Start a retro with Sailboat: the room opens with the four columns ready, and teammates join from its link with just a name.

  2. Warm up

    Every retro opens with a warm-up question. Answers stay hidden until someone reveals them, then everyone reads them at once.

  3. Write in private

    Give everyone ten minutes on the shared timer, and ask for at least one card on the island, so the goal is on the board. Nobody sees anyone else's cards until the reveal.

  4. Reveal and group

    Anyone can reveal the board, after a three-second countdown. Drag cards that say the same thing onto each other to group them.

  5. Talk it through

    Start with the island so everyone agrees on the goal, then look at the anchors and the rocks, and end with the wind that will get you there.

  6. Agree on action points

    Add each decision as an action point from the board's sidebar. The summary lists them, and a retro run under a team keeps them on the team's page.

All 11 templates →
  • Speed Car

    Find what drives the team, what slows it down and what keeps it going.

    Engine · Brakes · Fuel

  • OSCAR

    Review outcomes, successes and challenges, then agree on actions.

    Outcomes · Successes · Challenges · Actions · Review

  • Start Stop Continue

    Decide what the team should begin, drop and keep doing.

    Start · Stop · Continue

Questions about Sailboat retros

What do the parts of a Sailboat retrospective mean?

The wind is what helps the team, the anchor is what holds it back, the rocks are the risks ahead and the island is the goal. Each column in RetroAgent carries both words, such as Wind (Helps), so nobody has to remember the picture.

Sailboat or Speed Car?

Both picture the team as a vehicle. Sailboat adds the goal and the risks ahead, so it suits planning. Speed Car stays with how the team works today: what drives it, what brakes it and what keeps it going.

How long does a Sailboat retro take?

Plan 45 to 60 minutes. Four columns and a goal give the team a lot to talk about.

Can we change the columns?

Yes. Rename a column or add one, up to five, in the launcher before you start or in the room's settings during the retro. A card stays with the column name it was written under, so rename a column before the team writes in it.

Do participants need an account?

No. Teammates open the room link and type their name. They can sign in with Google or GitHub at any time and keep everything they wrote.

Ready for a Sailboat retro?

Your team joins with a link, and nobody needs to sign up.

All templates