Fun Questions to Ask an Interviewee
Fun Questions to Ask an Interviewee
Light, revealing prompts to warm up interviews while learning how candidates think, play, and collaborate.
1What small hill are you willing to die on at work?
What small hill are you willing to die on at work?
Shows values and taste with humor.
2Teach me something in 60 seconds—anything.
Teach me something in 60 seconds—anything.
Tests clarity, enthusiasm, and presence under constraint.
3What’s a delightfully nerdy tool you love?
What’s a delightfully nerdy tool you love?
Signals craftsmanship and curiosity.
4What’s the most fun team ritual you’ve been part of?
What’s the most fun team ritual you’ve been part of?
Reveals culture-building instincts.
5If you had a personal 404 page, what would it say?
If you had a personal 404 page, what would it say?
Self-awareness and playfulness combined.
6What’s a problem you enjoyed even after it was solved?
What’s a problem you enjoyed even after it was solved?
Love of process, not just win states.
7What would your teammates tap you for help with?
What would your teammates tap you for help with?
Community role and strengths branding.
8Pick a superpower you’d actually use at work.
Pick a superpower you’d actually use at work.
Converts fantasy to practical priorities.
9What does a great day feel like for you?
What does a great day feel like for you?
Chemistry with team rhythms and energy.
10What low-stakes hill did you concede and later celebrate?
What low-stakes hill did you concede and later celebrate?
Signals flexibility and learning.
11What’s a recent micro-win you’re proud of?
What’s a recent micro-win you’re proud of?
Finds intrinsic motivation and craftsmanship.
12If you renamed your job to something cooler, what would it be?
If you renamed your job to something cooler, what would it be?
Personality and narrative sense.
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Use with Care
Want to learn more?
Use with Care
Fairness
Keep content job-relevant
Avoid culture fit screens—test collaboration
Offer opt-out alternatives