Daily Life Discovery Question Bank

Use these as starting points, not a script. Ask one, listen for the answer, and follow the most useful thread.

Start with a mode

What would make this conversation useful today: unpacking a recent day, finding recurring friction, designing how an agent should help, or choosing a small experiment?
How much energy do you have for this: a quick scan, a normal conversation, or a deeper exploration?
Are there topics or kinds of help you do not want to discuss?

Walk me through the last ordinary day, from the first meaningful transition to the last one.
What part of that day took more effort than it looked like from the outside?
What went better than expected, and what made the difference?
Where did your plan diverge from what actually happened?
What did you wish you had remembered, prepared, or understood earlier?

What do you repeatedly postpone, lose track of, or have to rediscover?
When a task feels hard to start, what is the first obstacle you encounter?
What kind of interruption reliably knocks you out of useful focus?
Which transitions are expensive: waking up, starting work, ending work, leaving home, returning home, or going to bed?
What workaround have you built that you use often but would rather not need?

When during the day is your attention easiest to use, and what tends to protect it?
What signals tell you that you need a break, a change of task, food, movement, or quiet?
Which activities restore you, and which merely feel like recovery while leaving you depleted?
What does a good amount of structure feel like? What feels controlling?

What decision do you make over and over that should probably be easier by now?
What information would make that decision easier, and when would you need it?
Where do you want options, and where would you rather have a default?
What is a choice you keep reopening because the earlier decision was never captured?

Which conversations or commitments require you to remember context across time?
Who is affected when something slips, and what would make coordination easier?
What would you want prepared before a meeting, call, errand, or difficult conversation?
Which follow-ups are important but do not naturally live in your task system?

What question or subject keeps resurfacing in your attention?
Where do you collect interesting material but fail to return to it?
Would you benefit more from reminders, connections between ideas, explanations, practice, or someone asking better questions?
What would count as a useful result from exploring this, rather than just more information?

What should the agent notice without being asked?
What should it ask you about, and what should it leave alone?
When would an unsolicited check-in feel welcome, and when would it feel intrusive?
Should the agent remember this, use it only in this conversation, or forget it?
When you are stuck, do you want empathy, questions, options, a recommendation, or direct execution?
What is one thing an agent must never assume about you?
Which platforms, accounts, devices, or services are already part of your day?
If the agent could connect one of those systems, what recurring friction would be worth reducing?
Would a reusable skill, a small command-line tool, or both be the better shape for that help?

If we changed only one small thing for a week, what would be worth testing?
What is the smallest version that could tell us whether this helps?
What would make the experiment annoying or unsafe?
How will you know it helped: less effort, fewer dropped threads, better sleep, more learning, more time, or something else?
Should the agent check in about the experiment, or should it wait for you to bring it up?