Prepare sharp questions to ask my interviewers
Tailored questions for each interviewer that show insight and uncover what the job is really like.
The prompt
Help me prepare the questions I'll ask at the end of each interview. This is step 3 of my interview prep; use the company briefing from step 1 if you have it.
Role: [TITLE]
Interview stages and who's in each: [e.g. "recruiter screen, hiring manager, 2 peers, VP"]
What I need to find out before accepting: [e.g. remote flexibility, how success is measured, team stability, growth path]
Concerns or red flags I've noticed: [e.g. "role has been open 6 months", "vague job description"]
Company briefing: [PASTE if available]
Give me:
1. 4-5 questions per interviewer type (recruiter, hiring manager, peer, senior leader, skip-level), each tailored to what that person can actually answer.
2. Questions that surface the truth tactfully: why the role is open, what the last person struggled with, how decisions get made, what the team would change.
3. A way to raise each concern I listed without sounding negative.
4. One closing question for the final round that invites them to share any hesitation about me, so I can address it.
Skip anything answered on their careers page. Mark the 2 must-ask questions for each stage, and tell me what a good vs. worrying answer sounds like for each.
Highlighted [brackets] are blanks to replace with your own details.
Fill in the blanks and use this promptMore Career & Job Search prompts
What to fill in
- TITLE
- e.g. "recruiter screen, hiring manager, 2 peers, VP"
- e.g. "role has been open 6 months", "vague job description"
- PASTE if available
How this prompt is built
This prompt follows the Few-Shot structure (Few-shot prompting). A few-shot prompt includes one or more worked examples of the input and the output you want, so the model can copy the pattern instead of guessing it.
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