Free AI Tool
Retrospective Questions Generator
Generate focused discussion questions for any retro format. Start/Stop/Continue, Mad/Sad/Glad, Sailboat — questions tailored to your focus area.
Fill in the form and click generate to see your AI-powered results
How it works
Choose your retrospective template and the focus area for this sprint
Claude generates 4 tailored questions for each column of the template
Share the questions with your team before the retro to get better, more prepared answers
Frequently asked questions
What are the best questions for a sprint retrospective?expand_more
The best retro questions are open-ended, safe to answer honestly, and focused on behavior rather than blame. Questions like "What slowed us down the most?" and "What would we do differently?" consistently surface useful insights.
How many questions should a retrospective have?expand_more
Most retrospectives work best with 3–5 core questions. Too many questions dilute focus. Choose questions that match your current sprint's biggest challenge, not a generic checklist.
Which retrospective format is best for remote teams?expand_more
Mad/Sad/Glad and Start/Stop/Continue work well remotely because they're emotionally accessible. Sailboat is great for longer reflection. 4Ls works best when you want concrete, future-focused outputs.
Can I run these questions directly in ScrumTool?expand_more
Yes. ScrumTool's retro board supports all these templates. Create a board, pick the template, and your team can add cards to each column in real time.
Run this retro format on ScrumTool's live board
Free to start. No credit card required.