10 Questions You Should Ask in Your Next OKR Retrospective 

Learning from the past is important because it allows us to understand our experiences. It helps us gain insights that we can use to make better decisions in the future. By reflecting on past successes and failures, we can identify what worked well and what did not. We can develop strategies to improve our performance.

This is especially important in business, where past experiences can inform future projects.

Retrospectives are a valuable process for teams to reflect on past projects.  It helps identify areas of improvement and make recommendations for future action. In this blog, we will talk about OKR retrospectives and the top 10 OKR retrospective questions that can help drive improvement.

What Is an OKR Retrospective?

An OKR retrospective is simply a review process that should happen at the end of an OKR cycle, usually a quarter. The purpose of the retrospective is to evaluate the progress made towards achieving the objectives. It is to identify areas of success and opportunities for improvement and determine the next steps for the next OKR cycle.

During the retrospective, the teams involved in the OKR cycle review each objective and its associated key results. They discuss the progress made towards achieving them. They identify what worked well and what didn’t. They discuss potential reasons for success or failure. They also analyze the data and metrics collected during the OKR cycle to determine whether the results were achieved or not.

Based on the findings from the retrospective, the team can determine what adjustments are needed for the next OKR cycle. This also includes changes to the objectives, key results, or the methods used to achieve them.

Usually, certain questions are asked to find answers which help in evaluating the success or the failure of the OKRs.

Why Do We Need To Have OKR Retrospective Meetings?

Retrospective meetings provide a valuable opportunity to review progress towards achieving their goals.

Quarterly retrospectives are particularly important for OKRs. The OKR cycle is an agile and repetitive process implemented every quarter. The quarterly retrospective allows teams to evaluate their performance and identify problem areas. By doing this, teams can adjust their strategies and make changes in real time, rather than waiting for an entire year to pass.

The focus of the quarterly retrospective is not just on achieving the end results, but also on learning and improving for the next quarter. By analyzing the outcomes of the previous quarter, teams can plan for the following quarter. They can make predictions about what success might look like.

Having OKR retrospective meetings brings the following advantages with it.

Advantages of OKR retrospective

1. Brings clarity of vision and priorities in management

The OKR retrospective process brings clarity of vision and priorities in management. Management conducts meetings with the team every quarter, to discuss the previous month’s OKR, and update priorities and vision for the upcoming quarter. This enables employees to align their OKRs accordingly to company OKRs. As it is a quarterly retrospective, it becomes easy to change the priorities to meet the needs of the upcoming quarter.

The retrospective process also allows teams to review progress towards these goals. It enables them to identify areas where they need to focus their efforts in the future. This helps ensure that resource allocation is effective and everyone works towards the same vision. The discussion on the previous month’s OKR enables employees to align their OKRs according to company OKRs.

2. Brings transparency

An effective OKR retrospective provides a platform for the team members to address any issues they faced in the previous quarter. This process enables employees to align their goals with their teammates. This leads to improved team dynamics and success in achieving objectives. It also fosters employee engagement, leading to increased productivity and job satisfaction.

3. Stay focused on OKR

Reviewing progress ensures that the teams are on track towards achieving their goals and that all their efforts align. It also helps the teams to identify any distractions or deviations and refocus their efforts on the critical objectives. This helps to ensure that teams are not wasting time and resources on less important tasks.

4. Observe and learn from loss

The OKR retrospective process allows teams to observe and learn from their losses. Through the retrospective process, teams can identify areas where they fell short and understand why they failed.

By learning from these losses, teams can adjust their strategies and tactics. They can also identify gaps in their skills or knowledge; and work on addressing them to improve future performance.

This also helps foster a culture of innovation and continuous improvement. Team members can discuss their failures, learn from them, and use that knowledge to innovate and improve their processes.

5. Find areas of improvement

The retrospective process enables teams to reflect on their performance. It helps them evaluate their progress towards objectives, and identify areas where they can improve. This also includes improving processes, enhancing communication, developing new skills, or addressing obstacles.

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What Makes a Retrospective Successful and Unsuccessful

While the purpose of a retrospective meeting is to look back and reflect, there are certain indicators which tell you were successful.

When is your retrospective successful?

  • If the team was successful in achieving the objectives of the previous cycle.
  • If the team members provide constructive feedback, and the team uses the feedback to improve.
  • If the team members engage in meaningful discussions and provide valuable insights.
  • If the team is able to identify specific actions that will improve their performance.
  • If the team members feel comfortable sharing their opinions and ideas, the team is able to work together to improve performance.

When is your retrospective unsuccessful?

  • The retrospective should result in a clear action plan outlining the steps the company will take to improve performance. If there is no clear action plan, it is a sign that the retrospective was not successful.
  • The success of an OKR retrospective is measured by improvements in key metrics, such as revenue or customer satisfaction. If there is no improvement in these metrics, it is a sign that the retrospective was not successful.
  • If the retrospective process results in poor communication and collaboration between team members.
  • If the retrospective meeting causes a negative team dynamic leading to decreased productivity.

Ten Retrospective Questions and What We Achieve With These Questions

1. Which OKRs are on-track and which ones are at-risk?

This helps to evaluate the progress towards achieving the objectives set during the previous cycle. By analyzing the progress of each OKR, the team can identify the areas where they are excelling. They can identify areas where they need to improve and help to prioritize the efforts.

2. What are the road blockers for at-risk OKRs?

This helps to identify the obstacles or challenges preventing the team from achieving its objectives. By identifying roadblocks, the teams can develop strategies to mitigate them. It enables teams to get back on track towards achieving their objectives.

3. Which initiatives were not successful and why?

This helps evaluate the effectiveness of the initiatives taken to achieve the OKRs. This question encourages the team to reflect on the initiatives and analyze their success or failure. This information helps to avoid making similar mistakes in the future and to develop more effective strategies.

4. Did OKR lead to a change in our culture and dynamics?

This helps to evaluate the impact of OKRs on the company culture and dynamics. The teams can determine whether the implementation of OKRs has led to positive changes in the team culture and dynamics or not.

5. Did we accurately measure our outcomes?

This helps evaluate the effectiveness of the measurement and tracking methods used to assess progress.

6. What was the biggest challenge as a team?

This helps to identify the most significant obstacles or challenges that the team is facing. It ensures that the team focuses on the most critical issues and takes proactive steps to overcome them. It also fosters a sense of unity and shared purpose.

7. What are the biggest time wasters for you each week?

This helps identify the activities or tasks that consume a disproportionate amount of the team’s time. It helps identify areas where they can improve processes to streamline tasks and reduce inefficiencies.

8. As a team, is there anything we should START and STOP doing?

This helps identify the behaviors, processes, or activities teams should begin or end. This helps ensure the teams improve and adapt to changing circumstances or challenges.

9. What are you LEAST clear about—in terms of strategy and goals?

This helps to identify areas where team members may have questions about the team’s strategy and objectives. They can identify gaps in communication and ensure that all team members understand the strategy and objectives.

10. How can I support you better?

This helps to identify areas where team members may need additional support or resources to achieve their objectives. The team members can share their concerns or challenges with their colleagues, and team leaders can provide guidance to address the concerns. This can help to build trust and strengthen relationships.

OKR Experts


Conducting an OKR retrospective is an essential part of the OKR process. It helps teams evaluate their progress towards achieving their objectives. By asking the right questions during the retrospective, you can identify areas of strength and improvement.

The 10 OKR retrospective questions discussed in this blog will help you reflect on past performances. These questions will serve as a starting point for you to have more productive discussions and identify actions that can help achieve objectives more effectively.

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10 Questions You Should Ask in Your Next OKR Retrospective