Question of the Day Generator
Random question for group chats and standups.
Built and maintained by Paul Clark, Redmoon Software · Last checked
Every standup channel eventually runs dry of icebreakers. Pull from 90 questions split into work, fun, and deep — 30 each — and paste the pick straight into Slack or Discord with the copy button. Team leads use it for daily standup warmups, community mods for a question-of-the-day channel, and teachers for morning meetings. Per-category no-repeat memory stops last Tuesday's question resurfacing.
Choose. Pick a category: work, fun, or deep.
Click Get a question to see a result.
Options
Recent results
- No history yet.
How it works
- Choose. Pick a category: work, fun, or deep.
- Draw. Click "Get a question" for today's question.
- Share. Use the copy button to paste it straight into Slack or Discord.
- Remember. Turn on no-repeats so daily draws cycle through the category without duplicates.
About the Question of the Day Generator
One question, asked properly
The tool draws a single question from a chosen category — work, fun or deep — or from all of them together when no category is set. The output is deliberately one large question rather than a list, because the format it is designed for is a question that gets asked once and answered by everyone, not a menu somebody picks from.
That constraint is what makes it work in a meeting. A list invites the facilitator to choose, and the chosen question is always the safe one; a single drawn question has already been decided by the time it is on screen.
How no-repeat tracks categories separately
Turning on No repeats records the questions you have already drawn and picks only from what is left. The detail worth knowing is that the record is kept per category: work, fun, deep and "any" each maintain their own separate history.
So switching from the work category to the fun category gives you a fresh pool rather than continuing one running list, and switching back later resumes the work history where it left off. Drawing with no category selected uses its own third history, which does not affect the individual ones. When a pool is exhausted the tool clears that category’s record and begins the cycle again rather than running out.
All of it lives in this browser. A team where a different person runs the meeting each week will not share the history, so the same question can reappear even with the option on.
Getting real answers
- Ask the question and then wait. The silence before the first answer is doing the work.
- Answer it yourself first if the group is new — going first is a cost, and the facilitator should pay it.
- The deep category is genuinely deep. Read the question before you put it on screen in front of a team that has not opted in.
- Keep it to one question. The value comes from everyone answering the same one, not from covering ground.
Frequently asked questions
What kinds of questions are in each category?
Work covers career and workflow prompts like small wins and best advice; fun stays light with food, shows, and hobbies; deep asks reflective questions about beliefs, habits, and success.
How long before questions start repeating?
With no-repeats on, each category remembers your draws and only recycles after its 30 questions — or all 90 on Any — are used, roughly six work-weeks of daily questions.
What's the fastest way to post the question in Slack?
Click copy under the result and paste — the question comes over as plain text with no formatting to clean up. A CSV download is there too if you're planning ahead.
Should I use this or the icebreaker picker for my team?
Use the icebreaker picker for live meetings and workshops; this tool is built for a recurring daily post, with per-category no-repeat tracking and one-click copy.
Can I plan a week of questions in advance?
Yes. Draw five with no-repeats on — the memory guarantees no duplicates — and the history block keeps them all visible while you copy each into your scheduler.
Related randomizers
Further reading
- Save the 'deep' questions for your 1:1s, not the standup
A daily-question generator isn't just for the team channel. Here's how the 'deep' category becomes a manager's best warm-up for a one-on-one — and why the same question lands completely differently in private.
- Stop running out of questions for the team's daily channel
Every #random or #watercooler channel starts strong and quietly dies when the same person runs out of things to ask. Here's how a random question of the day — rotated across work, fun, and deep categories — keeps it going without anyone owning it.