Roy's Blog: May 2026

May 25, 2026

The Un-Slick Salesperson: Transforming Sales for Tremendous Success

         

             

📈 The Problem with the “Slick” Salesperson

The aggressive, self-interested sales stereotype erodes trust.

Behaviors like not listening, hard selling, and prioritizing the close damage long-term relationships and the profession’s image.

đŸ›Ąïž From Cost Center to Strategic Asset

The transformation begins by making customer loyalty the primary strategic goal.

Sales must become a core strategic resource, not just a function for moving product.

👂 The “Un-Slick” Behaviors That Build Trust

Shed the negative image by adopting simple, powerful behaviors:
â–ȘPaying genuine attention to customer needs.
â–ȘPracticing active listening to understand desires.
â–ȘMaking every interaction about the customer, not yourself.

đŸ€ Focus on Strategic Relationship Building

Businesses need relationship builders, not just sales reps.

This means cultivating long-term connections that drive consistent revenue through positive, respectful engagements.

💡 Driving Loyalty Through Experience

Loyalty is earned through memorable customer experiences, not just product reliability.

Encourage natural buying by enhancing every interaction.

🏆 How to Cultivate an “Un-Slick” Sales Team

🎯 Redefine the Role & Incentives — Shift focus from closing deals to building loyalty. Implement compensation plans that reward relationship-building behaviors, not just sales volume.

🔍 Hire for Empathy & Service Recovery — Employ “cravings gatherers” who understand customer desires and “service recovery addicts” who excel at fixing problems and retaining trust.

📊 Reshape Sales Compensation Plans — Advice for sales leaders: Start by allocating 70% of bonuses to product sales and 30% to relationship-building metrics.
Gradually increase the weight on loyalty-building components to incentivize long-term strategic behavior.

✹ The Transformed Sales Profession — The future of sales is a redefinition towards empathy, listening, and relationship building. By prioritizing customer experience and aligning incentives with loyalty, you build a powerful strategic asset.

Ready to escape the echo chamber of tired business theories and academic jargon?

Subscribe now and get the same weekly, battle-tested strategies used by a leader who scaled a company to over $1 billion in revenue.
This isn’t theory—this is what actually works.

Cheers,
Roy
My Podcast Show Audacious Moves to A BILLION shares the specific Moves I made to achieve jaw-dropping growth in an insanely competitive internet business.

”The Audacious Unheard of Ways I Took a Startup to A BILLION IN SALES” is the latest in my BE DiFFERENT or be dead Book Series.

  • Posted 5.25.26 at 06:00 am by Roy Osing
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May 18, 2026

The ONE THING That Makes Unbelievably Great Leaders: Reacting

         

The ONE THING That Makes Unbelievably Great Leaders: Reacting

🚀 The Power of Reactive Leadership: Thriving in Chaos

In traditional leadership narratives, praise is often reserved for visionary strategists who anticipate trends and steer their organizations through predictable change. 

The archetype of a great leader is someone who can anticipate future trends with near-prophetic accuracy and navigate their organization seamlessly through anticipated changes. 

Yet in today’s world—defined by volatility, uncertainty, complexity, and ambiguity—true leadership is less about predicting every twist and turn and more about responding skillfully to upheaval. 

This is where the often-underestimated art of reactive leadership takes center stage. 

🌊 When Disruption Strikes: The Reactive Advantage

Reactive leadership steps into the spotlight when unexpected challenges hammer businesses.

In turbulent scenarios, the ability to adjust swiftly and strategically becomes a competitive advantage. 

Unlike idealized, predictable environments, the real world is a “Red Ocean”—chaotic, saturated with competition, and filled with constant, unpredictable change.

Here, reactive leaders rise to the occasion, anchored by an unparalleled ability to adapt. 

🔍 What Defines a Reactive Leader?

Key Traits of a Reactive Leader:

✅ Rejecting Continuity — For reactive leaders, continuity is a myth. They operate on the belief that disruption is inevitable and stay prepared for turbulence ahead.
Their focus isn’t on preserving the status quo but on strategizing for disruptions. 

✅ Planning for Unsuccess — In their view, success is transient.
A winning strategy today may fail tomorrow under new pressures.
These leaders build flexibility into their plans, expecting and embracing change. 

✅ Mastering Environmental Disruptors — By monitoring market dynamics—from customer power to regulatory shifts—reactive leaders develop contingency plans.
They assess threats from key stakeholders and prepare strategic responses. 

✅ Self-Disruption as Culture — To them, self-disruption is essential. Reactive leaders embed this mindset into the organizational culture, ensuring agility and innovation before external forces force change.
 
✅ Living on the Edge — These leaders thrive in discomfort and stay alert during calm periods.
They recognize that prolonged stability can hide risks, and they remain prepared for sudden shifts. 

✹ Embracing Reactive Leadership for Modern Success

The dominant narrative that celebrates proactive, visionary leadership should expand to honor the virtues of reactivity.

While foresight remains valuable, adaptability and resilience determine success in today’s business landscape. 

Reactive leaders harness the power of change, turning challenges into opportunities.

By fostering a culture that embraces unpredictability, they help their organizations not only endure but thrive in chaos. 

This is the hallmark of truly great leadership.

Ready to escape the echo chamber of tired business theories and academic jargon?

Subscribe now and get the same weekly, battle-tested strategies used by a leader who scaled a company to over $1B in annual sales.
This isn’t just theory—this is what actually works.

Posts in the ONE THING Leadership Series:
#1. Simple
#2. Serving
#3. DiFFERENT
#4. Disruptor
#5. Translator
#6. ImPERFect
#7. Do-It-Yourself
#8. Thirsty
#9. Strategically Vague
#10. Reactive

Cheers,
Roy
My Podcast Show Audacious Moves to A BILLION shares the specific Moves I made to achieve jaw-dropping growth in an insanely competitive internet business.

”The Audacious Unheard of Ways I Took a Startup to A BILLION IN SALES” is the latest in my BE DiFFERENT or be dead Book Series.

  • Posted 5.18.26 at 06:00 am by Roy Osing
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May 14, 2026

Thoughtful Thursday: Scary Reasons “Safe Spaces” Are Mind Cages

         

Thoughtful Thursday: Scary Reasons “Safe Spaces” Are Mind Cages

đŸ’„ Welcome to another episode of #ThoughtfulThursday — where we challenge every norm, entertain without apology, and incinerate conformity.

Ready to engage in the fight for real thinking? Let’s dive in


⛓ We Are Building Intellectual Prisons and Calling Them Protection

The modern obsession with “safe spaces” has twisted the very idea of safety into something sinister: a voluntary confinement of the mind.

đŸ§± These “Safe Spaces” Promise Comfort But Deliver Confinement.

They offer the illusion of security while systematically stripping away intellectual courage.

Growth is not polite.

It does not ask for permission.

It thrives on friction, on disagreement, on the raw, uncharted tension between conflicting ideas.

By sanitizing our environments—by filtering out every uncomfortable thought, every challenging perspective—we are not preserving our minds.

đŸŒ±đŸ”„ We Are Starving Our Minds.

History does not remember those who sought comfort.

It remembers those who dared to be disturbed and different.

Real thinking is not a gentle act.

It is disruptive, demanding, and often deeply unsettling.

To refuse discomfort is to refuse evolution.

It is a quiet surrender—a choice to remain static in a world that never stops moving.

This isn’t safety.

It is avoidance dressed in virtue.

It Is Fragility Masquerading as Strength.

đŸ’Ș You Were Not Made to Be Comfortable.

You were made to think, to question, to push, to grow.

Freedom is not the absence of conflict—it is the ability to face it without flinching.

Stop hiding.

Start thinking.

#ThoughtfulThursday—the cage door is open. Walk through it. đŸšȘ✹

If you’re tired of the coddling and crave more unfiltered takes, subscribe for weekly doses of uncomfortable truths.

Cheers,
Roy
My Podcast Show Audacious Moves to A BILLION shares the specific Moves I made to achieve jaw-dropping growth in an insanely competitive internet business.

”The Audacious Unheard of Ways I Took a Startup to A BILLION IN SALES” is the latest in my BE DiFFERENT or be dead Book Series.

  • Posted 5.14.26 at 06:00 am by Roy Osing
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May 13, 2026

Wacky Wednesday: Why Real Progress is Made By Going Against The Flow

                 

Wacky Wednesday: Why Real Progress is Made By Going Against The Flow 🚀

Let’s face it: following the crowd is so last decade. đŸ•ș

If everyone’s zigging, why not zag?

If they’re all eating avocado toast, maybe it’s time to bring back the humble peanut butter sandwich. đŸ„Ș

đŸŠ© Innovation Doesn’t Come From Blending In—It Comes From Standing Out

Like a flamingo in a flock of pigeons. 🐩

Think about it: the greatest breakthroughs in history happened because someone dared to be weird.

Einstein didn’t become a genius by nodding along with Newton.

Nope, he said, “Hey, what if time is relative?” and bam—physics was never the same. đŸ•°ïž

Steve Jobs didn’t make the iPhone by copying BlackBerry.

He went full-on “Think Different” and gave us a device that’s basically a mini-universe in our pockets.

đŸȘ„ Here’s the Magic Juice: Being Unpopular Is Where the Magic Happens

When everyone’s doing the same thing, it’s a race to the bottom.

But when you go against the flow—do a 180—you’re in a lane all your own.

Sure, people might call you crazy. They might say, “Why are you trying to make pineapple pizza a thing?” 🍍

But guess what? Those same people will be lining up to buy your pineapple pizza when it becomes the next big trend.

So, how do you start?

Simple: embrace the wacky.

If your idea makes people raise an eyebrow, you’re on the right track.

If they’re laughing at you, even better.

👏 Laughter Is Just the First Step Before They’re Clapping for You

Remember, the Wright brothers were called lunatics for thinking humans could fly.

Now we’re booking flights to Bali like it’s no big deal.

This Wacky Wednesday, let’s celebrate the misfits, the rebels, the crazy ones and the peanut butter sandwich enthusiasts. đŸ„œ

Because real progress isn’t made by following the crowd—it’s made by leading it.

So go ahead, zag when everyone’s zigging.

Who knows? You might just change the world. ✹

If you’re tired of the coddling and crave more unfiltered takes, subscribe for weekly doses of uncomfortable truths.

Cheers,
Roy
My Podcast Show Audacious Moves to A BILLION shares the specific Moves I made to achieve jaw-dropping growth in an insanely competitive internet business.

”The Audacious Unheard of Ways I Took a Startup to A BILLION IN SALES” is the latest in my BE DiFFERENT or be dead Book Series.

  • Posted 5.13.26 at 06:00 am by Roy Osing
  • Permalink