Questimate

Adventure-based planning for modern teams

Task Management

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Questimate – Adventure-Based Planning Poker for Agile Teams Sprint planning doesn't have to feel like a chore. Questimate turns your estimation sessions into a cooperative fantasy adventure — keeping all the rigour of planning poker your team already knows, while making the ceremony genuinely engaging. How it works Your backlog items become encounters. Your dev team becomes the raiding party. Instead of awkwardly waiting for someone to speak first, everyone plays their power card simultaneously — and when the party reaches consensus, story points are written straight back to Jira. When estimates diverge, Parley Mode kicks in. The Scrum Master steps up as Dungeon Master to facilitate discussion, surface assumptions, and guide the team to alignment — with the outcome logged directly to the Jira issue for future reference. Why teams love it Higher participation — the game mechanic gets everyone at the table Richer discussion — disagreement becomes a feature, not an awkward silence More consistent estimates — structured play leads to better outcomes Seamless Jira integration — story points sync automatically, no copy-pasting Why managers love it - Fits straight into existing agile workflows - No process change required — it's still planning poker under the hood - Keeps retrospective data in Jira where it belongs Questimate is free to get started. Give your next sprint planning session a quest worth showing up for.