Library/Meeting Prep & Discovery/Discovery Question Design/Generate Day-in-the-Life Discovery Questions
TestedMeeting Prep & DiscoveryQuick Win (under 10 min)

Generate Day-in-the-Life Discovery Questions

Generate five discovery questions that map a buyer's actual daily workflow to specific solution moments.

About this prompt

This prompt produces a set of discovery questions designed to uncover the real daily workflow of a specific job title rather than asking about strategic priorities in the abstract. It surfaces the gaps and friction points where your solution would actually get used. Use it when your discovery questions are too high-level and prospects struggle to connect them to their day-to-day work.Most discovery frameworks focus on strategic pain — this prompt complements that by surfacing the operational reality of a buyer's day. Questions like 'walk me through what happens right after a prospect responds to your cold email' reveal workflow friction that abstract questions about 'current challenges' often miss. The output generates five questions tied to specific daily moments — tasks the buyer does every day, handoff points between tools or people, and places where something breaks or slows down. Fill in the job title and your solution area for output calibrated to actual workflow intersection points. These questions pair well with SPIN discovery — use them after the situation questions to deepen into implication before moving to need-payoff.

The prompt

Generate 5 'day in the life' questions for a discovery call with [JOB TITLE]. These questions help me understand their actual daily workflow so I can connect [YOUR SOLUTION] to a real moment in their
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Variables to replace

JOB TITLE|YOUR SOLUTION|PROBLEM|THE THING I SOLVE|TITLE|WHAT YOUR SOLUTION ADDRESSES

How to run it

  1. Copy the prompt and paste it into Claude, ChatGPT, Gemini, or Copilot — it's tuned to run in any of them.
  2. Replace the variables — swap each bracketed token for your deal's specifics. The variables list above explains every field.
  3. Make it yours — run it, keep what's strong, and tighten your inputs on the next pass. The prompt improves with your context.

What good output looks like

Make it yours

StageDiscovery
SeatAE, SDR
DifficultyIntermediate
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryMeeting Prep & Discovery
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