Good retrospective questions are specific, about the work rather than people, and safe to answer honestly. The classic formats — start/stop/continue, went well/didn’t go well, mad/sad/glad — all work, but they work much better when everyone answers before discussion starts. Otherwise the retro anchors on whatever the first person says out loud.
Which check-in questions open a retro well?
One quick question to get everyone typing before the real ones.
- In one word, how did this sprint feel? (word cloud)
- Rate the sprint overall. (1–5)
- How is your energy level right now? (1–5)
- If this sprint were weather, what would it be? (sunny / cloudy / stormy / mixed)
What went well? Questions to find what to keep
- What went better than you expected this sprint?
- What’s one thing a teammate did that made your work easier?
- Which practice should we definitely keep doing?
- What are you most proud of from this sprint?
- Where did collaboration work especially well?
What didn’t go well? Questions that surface real problems
These are the ones that go quiet when answers have names attached.
- What slowed you down the most this sprint?
- Where did you wait on something or someone?
- What surprised you in a bad way?
- What did we say we’d do but didn’t?
- Which meeting or process felt like a waste of time?
- Was there a decision you disagreed with but didn’t raise?
- What’s the biggest risk for the next sprint?
Start, stop, continue questions
- What should we start doing?
- What should we stop doing?
- What should we continue doing?
- What’s one experiment we could try for just one sprint?
Team health questions
Ask these every few sprints and watch the trend, not the single number.
- How sustainable was your workload this sprint? (1–5)
- Do you feel safe raising problems in this team? (1–5)
- How clear were priorities this sprint? (1–5)
- Did you have what you needed to do your best work? (yes / partly / no)
- How well did we communicate with other teams? (1–5)
Action item questions to close the retro
- Which one problem should we fix first? (vote from the list above)
- What’s the smallest change that would make next sprint better?
- Did we complete the action items from last retro? (yes / partly / no)
- Who will own this action, and by when?
- How confident are you that this retro will change anything? (1–5)
How to run a retrospective that isn’t the same five comments
- Collect answers before discussing them. Everyone answers at the same time, then you look at the full picture together.
- Make it anonymous so the “what didn’t go well” answers include the uncomfortable ones (what anonymity should mean).
- Vote on what to fix. Pick one or two issues; a retro with ten action items usually ships none.
- Rotate the questions. Same questions every sprint means the same answers every sprint.
- Start the next retro with last retro’s actions. It’s the fastest way to show the meeting matters.
Key takeaways
- Ask about the work, not the people.
- Everyone answers before anyone discusses — that’s what stops anchoring.
- Anonymous answers surface the problems people won’t say out loud.
- Leave with one or two owned actions, and check them at the next retro.
Need a warm-up first? Try the icebreaker questions. For how teams run retros and all-hands with live polls, see live polls for team meetings or TapInFlow for teams.
Run your next retro as a live, anonymous poll
Type the sprint or project, the AI drafts the retro questions, the team answers anonymously from their phones, and you get a summary of the main themes to discuss. First five sessions free, no card.