20 Questions

Podcast Questions to Ask

Engaging questions to ask podcast guests that create compelling conversations, reveal insights, and keep listeners engaged throughout the episode.

1

What's the story behind how you got started in your field?

Click to see why this works

Why this works

Personal origin stories are compelling and help listeners connect with the guest on a human level.

2

What's something you wish you had known when you were starting out?

Click to see why this works

Why this works

Provides valuable advice for listeners and shows the guest's willingness to share hard-won wisdom.

3

What's the biggest mistake you've made in your career, and what did you learn from it?

Click to see why this works

Why this works

Failure stories are often more valuable than success stories and show vulnerability and growth.

4

What's a belief you held strongly that you've completely changed your mind about?

Click to see why this works

Why this works

Shows intellectual growth, open-mindedness, and the ability to evolve one's thinking.

5

What's the most important lesson you've learned from a mentor or teacher?

Click to see why this works

Why this works

Reveals the guest's values and what they consider most important for success and growth.

6

What's something you're currently struggling with or working on?

Click to see why this works

Why this works

Shows authenticity and ongoing growth, making the guest more relatable to listeners.

7

What's a book, article, or resource that fundamentally changed how you think about your work?

Click to see why this works

Why this works

Provides valuable recommendations for listeners and shows the guest's learning journey.

8

What's the most counterintuitive advice you'd give to someone in your field?

Click to see why this works

Why this works

Challenges conventional wisdom and provides unique insights that listeners might not hear elsewhere.

9

What's something you do differently than most people in your industry?

Click to see why this works

Why this works

Reveals unique approaches and differentiates the guest from others in their field.

10

What's a habit or routine that has had the biggest impact on your success?

Click to see why this works

Why this works

Provides practical advice that listeners can implement in their own lives.

11

What's the most important question someone should ask before entering your field?

Click to see why this works

Why this works

Helps listeners make informed decisions and shows the guest's understanding of their industry.

12

What's something you're excited about that's happening in your field right now?

Click to see why this works

Why this works

Shows enthusiasm and keeps the conversation current and relevant.

13

What's a common misconception about your work that you'd like to correct?

Click to see why this works

Why this works

Educates listeners and helps them understand the reality of the guest's field.

14

What's the most important skill someone needs to develop to succeed in your field?

Click to see why this works

Why this works

Provides actionable advice and helps listeners understand what to focus on.

15

What's something you've learned from working with clients or customers?

Click to see why this works

Why this works

Shows practical experience and understanding of real-world applications.

16

What's a trend you're seeing that most people aren't paying attention to?

Click to see why this works

Why this works

Provides forward-looking insights and helps listeners stay ahead of the curve.

17

What's the most important decision you've made in your career?

Click to see why this works

Why this works

Reveals the guest's values and decision-making process, providing valuable insights.

18

What's something you're working on that you're really excited about?

Click to see why this works

Why this works

Shows passion and enthusiasm, making the conversation more engaging and dynamic.

19

What's a piece of advice you'd give to your younger self?

Click to see why this works

Why this works

Provides wisdom and perspective that listeners can apply to their own lives.

20

What's the most important thing you want listeners to take away from our conversation?

Click to see why this works

Why this works

Gives the guest a chance to summarize their key message and ensures listeners get the main takeaway.

Creating Compelling Podcast Conversations

Expert tips and techniques for getting the most out of these questions.

Preparing for Your Interview

Research Your Guest

Learn about their background, recent work, and areas of expertise to ask informed questions.

Prepare Follow-up Questions

Have follow-up questions ready to dig deeper into interesting responses and keep the conversation flowing.

Create a Comfortable Environment

Make sure your guest feels comfortable and relaxed to encourage open and honest responses.

Natural Conversation Flow

The Opening

Start with their story and background
Ask about their journey and experiences
Explore their current work and interests
Set the stage for deeper conversation

The Deep Dive

Ask about their insights and expertise
Explore their unique perspectives
Discuss challenges and lessons learned
Share practical advice and wisdom

The Takeaway

Summarize key points and insights
Ask for final thoughts and advice
Provide actionable takeaways
End with inspiration and motivation

Common Pitfalls to Avoid

Don't Stick to Your Script

Be flexible and follow interesting tangents. The best conversations often happen when you go off-script.

Avoid Yes/No Questions

Ask open-ended questions that encourage detailed responses and storytelling.

Don't Interrupt or Rush

Let your guest finish their thoughts and don't rush to the next question. Silence can be powerful.

Further Reading

"The Podcast Host's Handbook" by various authors
"Interviewing Techniques" by various authors
"The Art of Conversation" by various authors

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation