Here's How to Ask a Better Question

14 Jul 2025 · 7 min

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In short

Epic Entrepreneurs Podcast Notes

Episode Title

Here's How to Ask a Better Question

Episode Summary In this episode, host Bill Gilliland discusses the evolution of questions that entrepreneurs ask throughout their business journey. He emphasizes that the ability to ask better questions is crucial for scaling a business and finding success. The episode also highlights the importance of mentorship in improving the quality of questions posed by business leaders.

Key Concepts

Evolution of Questions

  • Starting Point: "How can I?"
  • Entrepreneurs often begin their journey by trying to accomplish tasks independently.
  • Progression to Team Collaboration: "How can we do this?"
  • As businesses grow, a shift toward teamwork becomes essential.
  • Delegation Focus: "Who can help me?"
  • Acknowledging the need for assistance leads to better efficiency.
  • Task Assignment: "Who's the best person for this task?"
  • Identifying the right individuals for specific roles fosters productivity.
  • Hiring Needs: "Who can I hire?"
  • Understanding when to hire is a pivotal step in scaling operations.
  • Strategic Growth: "What company can I buy?"
  • The ultimate question reflects advanced business strategies for acquisition and expansion.

Key Takeaways

  • The quality of questions correlates with the level of business success.
  • Entrepreneurs must transition from a self-reliant mindset to delegation and strategic thinking.
  • Mentorship plays a vital role in enhancing the knowledge base, thereby improving question quality.

Upcoming Events

  • Asheville Business Summit
  • Scheduled for September.
  • A networking and learning opportunity for business leaders.
  • Encouragement to attend with friends, prospects, and suppliers.
  • Sponsorship opportunities available.

Call to Action

  • Contact Bill Gilliland
  • Interested entrepreneurs are encouraged to reach out for discussions over coffee regarding business challenges or opportunities.
  • Reach out via email: williamgilliland@actioncoach.com or visit [Bill's Website](https://billgilliland.biz/).

Closing Remarks

  • The episode concludes with a reminder for listeners to subscribe, leave a review, and download Bill's book, "The Coach Approach" for further insights into business growth.

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These notes encapsulate the essence of the podcast episode, highlighting the main discussions, key concepts, and actionable insights for entrepreneurs looking to improve their businesses.

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Transcript

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0:02Hi, and welcome to this week's episode of the Epic Entrepreneurs podcast where we are all about helping business owners just like you achieve success. So we don't do fancy smancy. We don't do flashing lights. We don't do a lot of things that a lot of podcasts will do. These are just real stories about real people and their entrepreneurial and business experiences. We go into their wins, their challenges, and their learnings. So we hope you enjoy it.

0:36Hey there, I hope you're having a fantastic week. Just want to remind you, Asheville Business Summit is coming up September. We're looking forward to having you there. There's a lot of ways you can get involved. It is going to be an event that you don't want to miss. You're going to want to be there. You're going to want to bring friends. You're going to want to bring prospects. You're going to bring suppliers. You're going to bring – this place is going to sell out. So if you want to be there with 500 of your closest friends in business, it's going to be a fantastic networking opportunity. It's a fantastic learning opportunity, a fantastic opportunity to support business in Western North Carolina.

1:15We're super excited about it. We want to make sure that you are there. If you like information on how to become a sponsor, we still have a couple of sponsorships available. All you got to do, go to wncsummit.com. That's WNCSummit.com. Check it out. Get your tickets there. Become a sponsor there. And remember, hey, this is a great opportunity for you to take an event and make it into a sales call. Imagine taking your biggest prospect and being able to spend an entire day with them. What would that be worth, A, to them, and B, to you? Think about it. Hey, look forward to seeing you at the summit.

2:00But today, I want to talk to you about the evolution of questions in your life. One of the things that you need to become better at is asking the right questions. Some of that comes down to learning. So you got to have a good mentor. You got to know which that's going to come down to the quality or knowledge. The quality of knowledge is going to allow you to ask better questions. So if you really want to ask better questions, get a better mentor. You want to get a better mentor, you're going to get better knowledge. Better knowledge is going to allow you to ask better questions. But let me give you an example of an evolution of a question over the period of your business career.

2:50So maybe when you start out in business, maybe you're by yourself. maybe you don't have a lot of team members, you start out with the question, how can I? So there's a task, there's a goal. How can I accomplish this goal? Well, okay, that's a great question in the beginning. And then it becomes a better question might be, because it's hard to do anything by yourself in life and in business. You just can't do this stuff by yourself. So a better question might be, how can we do the thing? How can we do whatever it is to achieve the goal, whatever it is? Hey, an even better question might be, who can I get to help me do the thing?

3:40Let me take it to another level. Another level would be, who is the best person that I could assign to do this thing?

3:53the next level, who can I hire to do this thing? Because we maybe don't have anybody in the business who can do it. I need to hire somebody to do the thing. And if you take it even to an ultimate level, it's what can I buy? What company could I buy that could accomplish the thing that I want to accomplish? What do I need to start? What kind of company do we need to buy? Because if you buy a company, you get a whole bunch of people. Can you see how the question got better? It went from how can I to we to who to how can we accomplish it? Who's the best person? Who can I hire to ultimately, why don't I just buy a company to do it?

4:42So if you'd like to evolve your questions, if you'd like to get better at questions, If you like to figure out how to get yourself from how can I do it to how can I buy companies to do it, that's what we do here. We help people scale their businesses. We'd love to have a chat with you about it. Hey, it doesn't cost anything. I'll buy your cup of coffee. We can sit down. If you have any challenges, if you have any opportunities, or if you just want to talk about life or business, we'd love to have a chat with you. Hey, just hit us up. It's out all the information with the podcast, with the video.

5:21Love to have a chat with you. Can't wait to sit down with you. If it's not me, if you'd rather talk to Jason, that's fine. If you'd rather talk to Beth, that's fine. We'll be glad to have a chat with you. Hey, I hope this was useful. I want you to think about asking the better question next time. What's the better question? When you come up with an idea and you have a question in your head, ask yourself, what's the better question? Hey, and until next time, all the best.

5:53Hey, thanks for listening to the Epic Entrepreneurs podcast. Here's three things that you can do. Number one, remember to subscribe to the podcast. It takes very little effort on your part. It's going to help you and your fellow entrepreneurs. Plus, you guys know how it works. the more subscribers we get, the more cool things we can offer to you. Second, to learn more about growing your business, just download my book, The Coach Approach. It's free for you at giftfrombill.com. That's giftfrombill.com. Hey, and if you'd like more info about growing your business and what we can do to help you grow your business, send me an email directly just send it to williamgilliland at actioncoach.com that's my personal email that i read no one else reads it first there's it's not screened it's my real email just send it to me i can't wait to talk to you hey and until then all the best

From the publisher

Ever wonder why some business leaders seem stuck while others scale effortlessly? The secret might be in the questions they ask. 

The journey from startup to scalable business follows a predictable evolution of questions. When we begin, we're trapped in the "How can I?" mindset - trying to accomplish everything through personal effort. As we mature, our questions evolve: "How can we do this?" acknowledges the power of teamwork. Then comes "Who can help me?" followed by "Who's the best person for this task?" - representing the critical shift toward delegation. True scaling begins with "Who can I hire?" and culminates in the ultimate question: "What company can I buy to accomplish this goal?"

This question evolution reveals your position on the business growth spectrum. Are you stuck doing everything yourself when you should be delegating? 

The upcoming Asheville Business Summit in September offers a perfect opportunity to connect with other business leaders, gain new perspectives, and potentially find mentors who can help elevate your question quality. Whether you're struggling with specific challenges or seeking new growth opportunities, sometimes the most valuable thing isn't an answer - it's a better question. Reach out for a coffee chat if you'd like to discuss how to evolve your business questions and scale your company more effectively.

Thanks for Listening. You may contact me or our team at https://billgilliland.biz/

All the best!
Bill

Thanks for listening. Please hit the subscribe button, leave us a 5 star review, and share this podcast. You can reach me at williamgilliland@actioncoach.com or at https://billgilliland.biz/

All the best!

Bill

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