Interviews are imperfect but essential. They’re your best opportunity to assess whether someone will succeed in the role. Running interviews well separates companies that make great hires from those that make costly mistakes.
What You’re Trying to Learn
Will they do the job well?
What They’re Trying to Learn
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Is this company legitimate?
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Will I enjoy working here?
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Can I succeed in this role?
Good interviews serve both goals.
Screen (30 min):
Phone/video to confirm basic fit.
Skills Interview (60 min):
Deep dive on role-specific skills.
Behavioral Interview (45-60 min):
Past experiences and patterns.
Team/Culture Interview (30-45 min):
Team members assess fit.
Founder/Exec (30-45 min):
Final assessment and sell.
Combined Interview (60-90 min):
Screen + skills + behavioral in one conversation.
Work Sample (2-4 hours):
Practical demonstration.
Reference Checks:
Before final decision.
Past behavior predicts future behavior.
Structure:
“Tell me about a time when you [situation].”
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Situation: What was the context?
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Task: What were you trying to accomplish?
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“Tell me about a time you disagreed with a decision.”
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“Describe a project where you had to learn something new quickly.”
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“Tell me about a time something failed. What did you learn?”
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Specific examples (not hypotheticals)
Skills/Technical Interviews
Assessing specific abilities.
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Problem-solving scenarios
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Live coding (for engineers)
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Assess approach, not just answers
Actual work demonstration.
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Reasonable time commitment
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Compensate for longer assignments
Fit with company values and team.
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Communication preferences
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What they value in a workplace
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Have multiple team members interview
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Those who’ll work closely with them
Closed (less useful):
“Did you like your last job?”
Open (more useful):
“What did you enjoy most about your last job? What would you change?”
Open questions reveal more.
The first answer is often surface level.
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“Tell me more about that.”
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“What specifically did you do?”
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“Why did you approach it that way?”
Keep exploring until you understand.
Illegal:
Age, marital status, religion, disabilities, family plans.
Leading:
“You do enjoy working on hard problems, right?”
Theoretical:
“What would you do if…”
(Past behavior beats hypotheticals)
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“Walk me through a project you’re proud of.”
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“What’s the most technically complex thing you’ve built?”
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“How do you approach [relevant skill]?”
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“What would you do differently if you could do it again?”
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“Why are you interested in this role?”
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“What are you looking for in your next company?”
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“Where do you want to be in 3 years?”
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“Tell me about a time you faced an unexpected challenge.”
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“How do you prioritize when everything is urgent?”
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“Describe a problem you solved that didn’t have an obvious solution.”
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“Tell me about a time you disagreed with a colleague. How did you resolve it?”
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“How do you give and receive feedback?”
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“Describe a team you worked well with. What made it work?”
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“What are you working to improve?”
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“What would your last manager say is your biggest weakness?”
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“Tell me about a time you failed.”
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“What attracts you to an early-stage company?”
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“How do you handle ambiguity?”
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“Describe a time you built something from scratch.”
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Know what you’re assessing
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What is each interviewer assessing?
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Create comfortable environment
Leave time for their questions:
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It shows what they care about
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Write feedback before seeing others’ feedback
Rate everyone on the same dimensions:
Or 1-5 scale on each dimension.
Compare notes with other interviewers:
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Did you see the same things?
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Vague answers without specifics
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Blaming others consistently
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Not asking questions about the role
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Speaking negatively about past employers
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Inconsistencies in their story
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Specific examples with ownership
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Self-awareness about weaknesses
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Enthusiasm for the problem you’re solving
Interviewer dominates the conversation.
Fix: Aim for 70/30 them/you.
Different questions for different candidates.
Fix: Standardized questions for each role.
Making decisions on “vibes.”
Fix: Specific criteria, notes, structured evaluation.
Seeking evidence for initial impression.
Fix: Stay curious. Look for disconfirming evidence.
Pitching the company before assessing.
Fix: Assess first, sell after.
Great interview = skip references.
Fix: Always check references. Always.
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Interviews assess: can they do it, will they do it well, will they thrive here
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Behavioral interviews (“tell me about a time…”) reveal more than hypotheticals
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Ask open-ended questions and follow up to get below the surface
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Listen 70%, talk 30%—your job is to learn about them
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Take notes immediately after; don’t wait
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Evaluate on consistent criteria before comparing notes with others
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Watch for red flags: vagueness, blaming others, lack of curiosity
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Work samples show actual ability better than talk
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Always leave time for their questions—it’s your chance to sell and learn
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References are not optional, no matter how good the interview