Want Bigger Results? Start Asking Smarter Questions (Like This One)

Most entrepreneurs spend their lives solving problems. They hustle. They fix. They react. But at Me Plus Ultra, we know that the most elite leaders don’t win by solving more problems… they win by asking better questions.

Bigger results don’t come from grinding harder. They come from smarter direction. And that direction starts with one simple but transformative question:

“Am I solving a problem that shouldn’t exist in the first place?”

In other words: Are you spending time fixing something that’s only a problem because of a flawed assumption, system, or structure that you created (or inherited) without questioning it?

That’s not just a mindset shift. It’s a paradigm reset. And it’s one of the many tools we deploy inside Me Plus Ultra to help our members unlock breakthroughs they didn’t even know they needed.

The Problem with Solving Problems

Too many business owners operate in a reactive loop. Their time is consumed by surface-level symptoms such as; a lack of leads, a broken hiring process, a misfiring marketing funnel. Every hour is a game of Whack-a-Mole.

And sure, there a ton of business owners who make good money. But they hit ceilings. They burn out. Their teams stagnate. Their growth flatlines. And worst of all?

They start solving the wrong problems more efficiently. That’s the death spiral of mediocre leadership.

At Me Plus Ultra, our members love to interrupt that loop with a sharper lens. We challenge each other to stop asking, “How can I fix this?” and start asking, “Should this even exist at all?”

When you ask better questions, you stop patching problems and start removing root causes.

How Smarter Questions Create Bigger Results

Let’s be clear: smarter questions aren’t fluffy. They’re high-impact. They reveal blind spots. They disrupt assumptions. And they often unlock value faster than months of tinkering.

Let’s look at a real story from inside Me Plus Ultra.

A founder of a fast-growing communications agency came to her Me Plus Ultra hot seat with a challenge many service-based entrepreneurs eventually face: how to scale a relationship-driven business without burning out, or losing the human touch that made her brand special.

She laid it out clearly: “My clients love that I’m so involved, but I’m maxed out. I need to scale, but I’m terrified that doing so will erode the personal connection that built this business.”

The group leaned in. Then someone asked her a game-changing question:

“What if the personal connection is the key to your scalability… not the obstacle?”

That single reframe shifted her entire perspective. She realized the very thing she feared losing (her hands-on connection) wasn’t her limitation. It was her unique advantage.

Within weeks, she began designing a scalable model around what made her different. She built new productized offerings that still carried her voice, including a do-it-yourself PR course and a high-touch mastermind program. The result?

Her agency had its most profitable year ever, with new revenue from offerings that scaled her presence instead of diminishing it.

More importantly, she stayed anchored to the relationships that fueled her passion and performance.

That’s what happens when you stop trying to escape your strengths and start designing around them with smarter questions.

This is what happens when you stop asking, “How do I keep up?” and start asking, “What would it take to make growth frictionless?”

The Cost of Sticking with the Wrong Questions

Let’s break this down with brutal honesty. If you’re not getting bigger results, you’re probably asking:

(And if you’re feeling the pressure of constant problem-solving, you might also want to explore Sustainable Success: Burnout Prevention for Entrepreneurs for practical ways to protect your energy while scaling.)

• “How can I do more with less?”
• “How do I get my team to work harder?”
• “What new tool or system will fix this?”

Those are survival-mode questions. They’re reactive. Tactical. Transactional.

What if you replaced them with:

• “Where is friction a symptom of a faulty belief, not a broken system?”
• “What would this look like if it were simple?”
• “What part of my business model assumes a tradeoff that doesn’t need to exist?”

Pro Tip: “SIMPLE GETS DONE!” Michael Porro – Me Plus Ultra Founding Member

Better questions lead to better clarity. Better clarity leads to better strategy. And better strategy leads to scale, impact, and peace of mind.

The Me Plus Ultra Framework for Smarter Thinking

Every member who joins Me Plus Ultra learns our proprietary mastermind structure, designed to pull these questions to the surface. It’s built into everything we do:

1. Virtual Hot Seats (1st & 2nd Wednesday each month)
   • These aren’t complaints sessions. They’re pressure cookers for precision thinking. Members leave each session with new questions they haven’t thought to ask, and actionable ideas that redefine what’s possible.
2. Expert Sessions (3rd Wednesday each month)
   • You’re not learning fluff. You’re hearing from top operators who force you to re-examine your assumptions and look at your business through an elite lens.
3. Business Bourbon & Cigars Leadership Retreats (Every April and October)
   • These are immersive, in-person transformations. We ask the questions most people are afraid to even think. And we leave with growth plans that cut through noise and produce real results.

The Most Important Question You Haven’t Asked Yet

If you’re reading this and thinking, “That sounds like something I need,” here’s a smarter question to ask:

“Am I really operating at my next level, or just optimizing my current one?”

That question alone has changed the trajectory of some of our most successful members. It ties closely to what we explore in How to Execute Strategy and Grow Faster, where strategy isn’t just about planning… it’s about asking the right questions to move with clarity. Because when you realize you’re still playing on last year’s field, you start making decisions from a higher altitude.

At Me Plus Ultra, we’re not in the business of helping smart people do more. We help them do different. We help them think at a level most people never reach, because they’re too busy solving yesterday’s problems.

Want to Join the Room Where Better Questions Get Asked?

Me Plus Ultra isn’t for everyone. It’s an exclusive community of growth-obsessed entrepreneurs and leaders who are done with the noise and ready for results.

If you want to:

• Elevate your leadership
• Simplify complex challenges
• Turn friction into fuel for innovation
• Get clarity from world-class minds across industries

Then it’s time to stop grinding and start thinking. You might also check out Unleashing the Power of Purpose-Driven Entrepreneurship to see how values-based clarity can amplify the impact of your next big question.

Because the right question, asked at the right time, can change everything.

Ready to stop solving the same problems?

Start asking smarter questions.

Apply to Me Plus Ultra today. Let’s get you in the room where breakthroughs happen.

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Scott Joseph, a pioneer in business exploration, leads with a spirit of innovation and a rejection of the conventional. As the Founder of J&L Marketing (a Google Premier Partner), the agency has grown to the top 3% worldwide, reflecting a relentless pursuit of excellence. But it’s not all about rankings and percentages; it’s about community and growth. Me Plus Ultra, thriving on Integrity, Accountability, Growth, Mutual Respect, and Excellence, is the heart of Scott’s journey. It’s where ambitious entrepreneurs challenge traditional thinking and connect with like-minded leaders who share their vision. Scott’s commitment to excellence is evident with three Honda dealerships that have surged in value by over 500% and 28x Honda Presidents Awards. Yet, his focus extends beyond personal achievement. He has fostered a space for others to stretch beyond their boundaries through Me Plus Ultra’s virtual mastermind meetings and signature Business Bourbon & Cigars retreats. The Business Bourbon & Cigars podcast broadens this call to the adventurous and the bold, offering insights and resources for those passionate about growth and success. It’s not about the accolades but a shared quest for excellence. Join Scott and the Me Plus Ultra community. Redefine the landscape of leadership and entrepreneurial thinking. Embrace a world where business meets adventure, where exploration meets innovation, and where you dare to be more. Join the rebellion against mediocrity. Discover the unexplored territories of success with Me Plus Ultra.