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The art of asking: Why great questions beat great content


Issue #148 | June 24th, 2025

Presented by ScoreApp

Hi, it’s Pat!

I used to think that the best content creators were the ones with the most original ideas — the visionaries who could pull brilliant insights out of thin air and package them into compelling stories.

Then I discovered something that changed everything: Some of the most valuable content doesn't come from having all the answers — it comes from asking the right questions.

The best podcasters, journalists, and content creators aren't necessarily the smartest people in the room. They're the ones who know how to unlock the wisdom that's already there, waiting to be discovered.

Whether you're starting a podcast, writing blog posts, or creating YouTube content, mastering the art of interviewing others might be the fastest path to creating content that truly resonates.

Let's get unstuck.

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Story of the Week

The Curator vs. Creator Mindset

Here's a truth that might surprise you: You don't always have to be the expert to create expert-level content.

Some of the most successful content creators are actually skilled curators and interviewers who know how to extract valuable insights from others. Think of Tim Ferriss or Amy Porterfield. Their success didn’t come from having all the answers — it came from asking better questions than anyone else.

The Foundation: Right Mindset + Right Questions

Before diving into tactics, remember these two principles:

#1. Be genuinely curious, not just professionally interested: The best interviews happen when you're actually fascinated by what your guest has to say.

#2. Serve your audience, not your ego: Your job isn't to show how smart you are — it's to extract value for the people listening.

Now here's how to ask questions that get remarkable answers:

#1. Ask About Process, Not Just Results

Instead of: "How did you become successful?"

Try: "Walk me through a typical Tuesday when you were building your company."

#2. Dig Into Specifics

Instead of: "What advice would you give to entrepreneurs?"

Try: "What's one mistake you made in your first year that cost you the most money?"

#3. Ask About Failures

Instead of: "What's your biggest success?"

Try: "Tell me about a time you were completely wrong about something important."

The Ethics of Using Others' Insights

Finally, an important subtopic within the realm of capturing information from others. Here's how to use other people's wisdom without crossing ethical lines:

  • Always give credit: Make it crystal clear where insights came from
  • Add your perspective: Don't just repeat — analyze, connect, and apply to your audience
  • Transform, don't copy: Use insights as building blocks for something original
  • Ask permission: When using substantial portions, get their blessing

It’s as simple as that.

Your 15-Minute Interview Challenge

This week, conduct one 15-minute interview with someone who knows more than you about a topic your audience cares about. It could be a colleague, a local business owner, or someone in your network with an interesting story.

The goal isn't perfect content — it's practicing the skill of asking good questions.

Remember, you don't need to have all the answers to create valuable content. Sometimes the most impactful thing you can do is ask the right questions.

Here's to becoming a better curator of wisdom. You’ve got this!

Quote of the Week

“Judge a man by his questions rather than his answers."

—Voltaire

SPI News and Notes

Stop guessing what makes a website successful! Join me on Tuesday, July 8th at 10:00 AM PT / 1:00 PM ET, where we’ll dissect real websites that are crushing it in 2025 and uncover the exact strategies you can apply to your own business. We’ll also go over the biggest mistakes costing you customers (and how top performers avoid them) and simple tweaks you can implement immediately to boost your site’s performance. Click here to secure your spot!

Keep the momentum going after the webinar! We’re launching the brand-new Simple Site Success Accelerator on Thursday, July 10th, in the Start tier of the SPI Community. Over four focused weeks, you’ll move through the course with a supportive cohort of fellow entrepreneurs and finally get your website launched and thriving. Until now, accelerators were only available in our Accelerate and Thrive tiers. For the first and only time, we’re making this experience available to Start members, giving you access to extra guidance and accountability at a lower price point. We don't plan on doing this again anytime soon, so be sure to learn more and sign up today!

Your first sale isn’t just about making money — it’s about building confidence. In this episode of The Smart Passive Income Podcast, I introduce a brand new email series we created at SPI: The First Dollar Formula. This streamlined approach is designed to help you start making sales quickly. We’ve eliminated the noise, cut the fluff, and created a clear, step-by-step experience to help you take real action and get results. I also discuss the mindset shift that earning your first dollar creates, and how it can completely transform the way you grow your business. Click here to tune in!

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Cheers,

Pat Flynn

Founder, SPI

Dad Joke of the Week

What happens when you teach a wolf to focus?

It becomes aware wolf.

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