Conducting Good Retrospectives

November 09, 2018 • 7 minute read • @mitchhanbergAnalytics

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Every team experiences moments of success or failure, moments of working like a well oiled machine, and moments of not being able to stand the sound of each other’s voices. But many teams let these moments pass by without taking time to ponder “why did these things happen”?

A structured way to make sure your team doesn’t miss asking that question is to hold a retrospective.

What is a retrospective?

A retrospective (or “retro”) is a recurring meeting used by teams to look back at the last sprint, week, or any major event in order to figure out what went well and what went poorly.

The realm of topics is wide ranging: from mishandled social interactions to achieving a major milestone. These meetings are not intended to make you feel good or bad about yourselves, they’re designed to create actionable items for your team.

Setting aside dedicated time for these matters assures that they will get some attention and helps keep these conversations from spilling into normal work time.

Along with learning from your successes and failures, one of the goals of a retrospective to build trust among your team. Teams perform better when they operate in an environment of psychological safety.

How to conduct a retrospective

Anyone can host a retrospective, but hosting a good retrospective takes finesse. There are five key aspects that are paramount to a good retrospective: Facilitation, Conversational Turn Taking, Format/Activity, Action Items, and Trust.


Someone should volunteer to facilitate the meeting and lead the chosen activity. Depending on the activity, this can include taking notes, keeping a conversation timer, or tracking whose turn it is to speak.

A facilitator isolates the responsibility of running the meeting to one person and allows everyone else to concentrate on participating.

Conversational Turn Taking

It’s important that everyone is heard. Your team should decide on a signal that makes it clear when you have something to say. My team has opted to use a finger raise to signal when you want to say something. Once someone is done speaking, motion to the next person in line to speak.

When someone has a tangential point to contribute, they can delay their turn to speak to allow the current thread of discussion to finish.

The primary motivation for the technique to is avoid interruptions and talking over each other.


Free form conversation is not conducive to reaching conclusions, so pick a meeting format that fits well with your team. At the beginning of the meeting, the facilitator will explain the format and confirm that everyone is okay with that decision. Different formats optimize for different aspects of your team: project performance, interpersonal communication, or general frustration.

Picking a format gives the meeting structure and an objective, allowing the team to work together towards a known and shared goal.

Action Items

A necessary output of the meeting is a list of action items. An action item is a task that requires further action in order to accomplish it and is assigned to a specific person. You’ve probably experienced the situation where everyone agrees something should get done, but no one ever does it.

Sometimes you run into an action item that isn’t a specific task, but possibly a general change in behavior that is meant to be addressed by the whole team. In this case, the action item would be shepherding the adoption of this new behavior for a couple weeks.

Leaving the meeting with a list of action items ensures that the tasks you spent an hour discussing actually get done.


Building trust will take time, but it is the keystone to having productive retrospectives and becoming a great team.

People thrive when working in an environment where everyone has mutual respect and the freedom to speak their mind and take risks. Google conducted a study, Project Aristotle, on hundreds of teams and determined that Psychological Safety is the most important dynamic of a successful team.

The leader of the study, Julia Rozovksy, said:

Individuals on teams with higher psychological safety are less likely to leave Google, they’re more likely to harness the power of diverse ideas from their teammates, they bring in more revenue, and they’re rated as effective twice as often by executives.

Case Study

For the last year, my team has had a weekly retro, alternating the format each time. We operate in two week sprints, so in the middle of the sprint we concentrate on interpersonal issues or other general frustrations and at the end of the sprint we focus on project-specific issues.

Mid-Sprint Retrospective

During the Mid-Sprint Retrospective, we engage in the Lean Coffee activity. The chosen facilitator will explain the activity and pass out the required supplies.

The basics of the Lean Coffee activity are:

  1. Generate discussion topics
    • Limit to 5 minutes
  2. Vote on topics
  3. Discuss topics
    • Limit to 5 minutes, then vote on continuing with a 2 minute extension, or else move on to next topic
    • Facilitator will take notes and track action items

Any topics that aren’t discussed are carried over to the next meeting if anyone still has interest.

Sprint Retrospective

During the Sprint Retrospective we use a variant of the Four Quadrant activity. As with the Mid-Sprint retro, the chosen facilitator will explain the activity and pass out the required supplies.

The basics of our version of the Four Quadrant activity are:

  1. Enumerate events that happened during the last two weeks on sticky notes.
    • Limit to 5 minutes
  2. The facilitator will draw a horizontal axis on the white board, with the left side indicating bad and the right side good.
  3. Each person will give a brief description of their stickies and place them on the axis where they think they belong.
  4. The facilitator then draws a vertical axis, with the top indicating the event was in the team’s control and the bottom that it was not in the team’s control.
  5. The facilitator quickly pulls each sticky to the appropriate place on the vertical axis. This is usually obvious, but the rest of the team will signal where they think it should go in case of disagreement.

At this point, the board should resemble something like this:

Diagram of a completed Four Quadrants diagram

Starting in the top right corner and moving counter-clockwise, the team discusses the events in an attempt to learn. If your team is prone to drawing out discussions, consider using a timer.

Keep doing - good and in your control: give yourselves a quick pat on the back to celebrate good work.

Improve - bad and in your control: these are events that your team has the power to avoid in the future. The facilitator will lead discussion on the topics, driving toward specific action items.

Escalate - bad and out of your control: these events can only be addressed by someone external to your team. Now is the time to figure out with who to escalate the issue, or assign someone the action of figuring that out later.

Kudos - good and out of your control: these are positive events that were caused by someone external to your team. Here the team will assign an action to someone to reach out and express the team’s gratitude.


Done right, retrospectives can be a boon for successful and struggling teams alike.

The goal is to build a culture of trust among your team, where everyone feels safe to express themselves without the fear of being punished for making a mistake or speaking their mind. If there are barriers to bringing up problems on your team, you can never expect to be able to work through them and improve.

If your team has never participated in a retrospective, my challenge to you is to bring the idea to your team and get it on the calendar!

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