Sample Interview Questions

Below are some sample interview questions for the Simply Smart Business podcast. My goal for the podcast is to ensure the conversation is casual and natural, so this is just a general structure.

Your Story

Every entrepreneur has a unique origin story. Can you take us back to the very beginning? What inspired you to embark on this entrepreneurial journey, and what were those early days like?

▹ What was the biggest leap of faith you had to take in the early stages of your business?

▹ Looking back, what’s one thing you wish you had known when you were first starting out?

▹ Can you pinpoint a specific moment or experience that you consider a major turning point in your career? What changed after that?

Challenges, Failures & Resilience

Entrepreneurship is rarely a smooth ride. Can you share a story about a significant challenge or setback you faced, and how you ultimately overcame it?

▹ Have you ever experienced a major failure in your business? What did you learn from it, and how did you bounce back?

▹ What’s a common mindset trap that entrepreneurs fall into, and how can they break free from it?

▹ If you’re open to sharing them, what are some areas your business is currently struggling with (or having growing pains)?

▹ What are your strategies for managing stress and maintaining a healthy work-life balance as an entrepreneur?

Strategies, Tools & Actionable Insights

What are 3-4 key strategies, tools, or systems that have been absolutely essential to your success?

▹ Can you walk us through a specific case study or example of how you’ve implemented one of these strategies to achieve a particular result?

▹ What’s a tool or resource that you think is underutilized by most entrepreneurs or marketers?

▹ What’s a skill or area of knowledge that you believe is essential for entrepreneurs or marketers to develop?

Mindset, Motivation & Future Vision

▹ What’s your daily routine or ritual that sets you up for success?

▹ How do you cultivate a growth mindset and embrace continuous learning?

▹ What are your go-to sources of inspiration and motivation?

▹ What’s the biggest lesson you’ve learned about leadership?

▹ Looking ahead, what’s your vision for the future of your business, and what impact do you hope to make on the world?

Conclusion

▹ What’s the best way for our listeners to connect with you online, learn more about your work, and potentially work with you?

▹ Do you have any final words of wisdom or encouragement for our listeners?