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Interview craft: research, questions and listening

Article · 7 min · 9 min lecture

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Interview craft: research, questions and listening

13 chapters · about 9 min · full transcript

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Chapter 1 of 13

Interview craft

  • Beyond the "LinkedIn profile" interview
  • Research, questions, listening
  • The follow-up ladder
  • AI for research, safely

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Chapters

Great interviews feel effortless because the host prepared

Listeners want insight, stories and moments of honesty — not a guest reciting their LinkedIn profile. Getting there depends on research, question design and, above all, listening.

Research

Before the interview:

  • Read or listen to the guest's work: posts, talks, previous interviews.
  • Note what they've said many times (their "standard answers") — and plan to go beyond them.
  • Find specific moments: a decision, a failure, a turning point, a surprising opinion.
  • Prepare accurate pronunciations of names, companies and places.

Question design

Question typeExamplePurpose
Open"How did you approach your first hire?"Invites stories
Specific"In your first year, what did you stop doing?"Gets concrete answers
Story prompt"Take me back to the day you lost your biggest client."Emotion and narrative
Process"Walk me through how you plan a campaign, step by step."Practical value
Contrast"What do most people get wrong about…?"Fresh angle
Follow-up"What did that feel like?" "What happened next?"Depth
Listener proxy"A listener starting out might ask…"Keeps focus on the audience

Avoid:

  • Closed questions that invite yes/no answers (unless as a set-up).
  • Double-barrelled questions ("How did you start, and what's your advice for beginners, and what tools do you use?").
  • Leading or loaded questions that put words in the guest's mouth.
  • Long preambles — keep questions short.

Structure

Use an interview guide with three or four segments, each with an anchor question and optional follow-ups:

Interview guide
Opening (5 min):  Quick context — "What does your work look like today?"
Segment 1:        Origin story/turning point — "Take me back to…"
Segment 2:        Core expertise — "Walk me through your process for…"
Segment 3:        Mistakes and lessons — "What would you do differently?"
Segment 4:        Practical advice — "If a listener could do one thing this week…"
Signature question: e.g. "What's a belief you've changed your mind about?"
Close:            Where to find them; thank you

Active listening

The best follow-up questions come from listening, not from your list.

  • Listen for energy, emotion and specifics — then dig in there.
  • Allow silence; guests often add their best thoughts after a pause.
  • Don't interrupt to show your knowledge; the episode is about the guest's insight.
  • Summarize and bridge: "So the key was X. That leads to…"
  • Use minimal verbal encouragements sparingly on audio — constant "mm-hmm" becomes distracting; nodding works on video.

Handling challenges

  • Rambling guest: gently steer: "That's fascinating — I want to make sure we get to X."
  • Guest giving generic answers: ask for an example: "Can you give me a specific time that happened?"
  • Guest makes a questionable claim: ask for evidence or context politely; note it for fact-checking; avoid publishing false or defamatory statements about others.
  • Sensitive topics: agree boundaries beforehand; don't push for personal details the guest doesn't want to share.
  • Nervous guest: start with easy questions; remind them mistakes can be edited.
  • Hosts and publishers can be responsible for defamatory statements in episodes; if a guest makes serious allegations about identifiable people or companies, seek advice before publishing or edit them out.
  • Health, financial and legal advice should be framed as general information, with appropriate caveats.
  • Respect off-the-record requests.

Worked example: from generic to great

Generic: "What's your advice for new freelancers?" → "Work hard and network."

Better sequence: "Tell me about your first paying client." → "What almost went wrong?" → "What did you change in your contracts after that?" → "Can you share the exact clause you added?" The guest shares a specific late-payment story and the payment-terms clause they now use — practical and memorable.

Hands-on: using AI for research, not for the interview

AI assistants can speed up research, but they can also invent facts about real people. Use them to organize what you have found, not as a source of truth.

I'm interviewing [guest], [role] at [organization], for a podcast for [audience].
Here are my research notes and links: [paste notes/transcripts you are allowed to share].
1. List the 5 stories or claims they repeat most often (their "standard answers").
2. Suggest 8 open, specific questions that go beyond those answers.
3. Suggest 2 story prompts and 2 process questions.
4. Flag any claim in my notes that I should verify before the interview.
Do not add facts that are not in my notes.

Then verify anything you plan to mention on air against a primary source (the guest's own site, official records or reputable reporting).

The follow-up ladder

When an answer is interesting but vague, climb one rung at a time:

  1. Example: "Can you give me a specific time that happened?"
  2. Detail: "What exactly did you say or do?"
  3. Feeling or stakes: "What was at risk for you then?"
  4. Lesson: "What do you do differently now?"
  5. Transfer: "How could a listener apply that this week?"

Common mistakes

  • Reading questions in order without listening.
  • Asking what the guest has answered a hundred times.
  • Talking more than the guest.
  • Letting unverified claims about others go out unchecked.

Summary

Research deeply, design open, specific and story-driven questions, structure the interview in segments, listen actively and follow energy, handle difficult moments gracefully, and stay aware of accuracy, sensitivity and defamation risks.

Key takeaways

  • Research the guest to go beyond their standard answers.
  • Use open, specific, story and process questions; avoid double-barrelled and leading questions.
  • Structure the interview in segments, but follow the energy with active listening.
  • Handle unverified claims carefully — hosts can be responsible for defamatory content.

Check your understanding

Quick questions to lock in the lesson. They don’t count towards your certificate.

  1. Which question is most likely to produce a memorable story?
  2. A guest gives a generic answer. What's the best follow-up?
  3. A guest makes a serious allegation about a named competitor. What should you do?

Put it into practice

Write an interview guide for a real or imagined guest with four segments, including two story prompts and two process questions, and list the guest's 'standard answers' you'll avoid.

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