Podcast Questions for Entrepreneurs

Written by Aimene

Aimene is a podcast producer helping businesses reach their customer’s ears.


November 27, 2021

Looking for some Podcast questions for Entrepreneurs featured on your show? We’ve compiled a handful of questions to ask your guest during the interview. These questions will add depth to your conversation and encourage your guest to reveal helpful tips for a prosperous enterprise.

Small-to-large scale business owners reach out to podcasts as it’s in their nature to talk and share the vision of what they are building and they also use those speaking opportunities to tell their own stories of the real struggles it took them to grow and achive success with their businesses.

Crafting the right questions is only a fraction of the work and to be able to correctly interview your guests, digest our prior article on “Interviewing the Right Way”  to hone your skills and deliver a successful interview for your loyal listeners to enjoy.

Sample Questions

If you’re stuck on ideas, here are some sample questions to work your imagination. Feel free to experiment with these questions and modify them to suit your guest and target audience.

Personal Questions

These questions reveal a lot of eye-opening facts many are not aware of. Having your guest talk about the struggles and sacrifices it took to attain success in their business would sensitize your audience to the hurdles they too must overcome inorder to reach the top of their business.

  • When did you know you wanted to take an entrepreneurial path?
  • What did you give up to get to where you are today?
  • Who do you look to for advice and mentorship?
  • Have you found happiness in your achievement?
  • What gave you the confidence to pursue your idea?
  • How do you handle adversity and doubt?
  • What advice do you have for students about managing their time, resources, and opportunities at college to ready themselves for their dream career?
  • Have you encountered failures? If so, what was the lesson you learned from them?
  • What was the mindset that made you a success?
  • What is one thing you find to be true that most people would disagree with?

Entrepreneurship Related Questions

Ask questions that encourage insightful responses on good business practices.

  • Do you have any systems for learning, decision-making, and execution?
  • Can you give a short version of your overall win/loss record?
  • What are the characteristics of a good leader?
  • Do you intend to expand your business? If so, how would you go about it?
  • How do you stand out from competitors?
  • Can you tell us about the strategies you use to promote your business?
  • Entrepreneurship can be rough at times. In difficult moments, how do you stay focused and keep moving forward?
  • How do you get funded or what creative strategies did you use to execute on minimal cash flow?
  • What is your best advice for people on how to recruit good team members?


It’s important to exploit the opportunity of having a notable entrepreneur in the community on your show. The questions provided above will lead your guest to share information that will be beneficial for your listeners business and entertaining at the same time.

To give your raw interview recording a furnished finish, read our article on “The Ultimate Guide To Narrative Podcasting”. Learn how to effectively trim out portions of the interview that don’t serve your audience and publish a show that is engaging from start to finish.


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