Roy's Blog
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 đ
Letâs face it: following the crowd is so last decade. đș
If everyoneâs zigging, why not zag?
If theyâre all eating avocado toast, maybe itâs time to bring back the humble peanut butter sandwich. đ„Ș
đŠ© Innovation Doesnât Come From Blending InâIt Comes From Standing Out
Like a flamingo in a flock of pigeons. đŠ
Think about it: the greatest breakthroughs in history happened because someone dared to be weird.
Einstein didnât become a genius by nodding along with Newton.
Nope, he said, âHey, what if time is relative?â and bamâphysics was never the same. đ°ïž
Steve Jobs didnât make the iPhone by copying BlackBerry.
He went full-on âThink Differentâ and gave us a device thatâs basically a mini-universe in our pockets.
đȘ Hereâs the Magic Juice: Being Unpopular Is Where the Magic Happens
When everyoneâs doing the same thing, itâs a race to the bottom.
But when you go against the flowâdo a 180âyouâre in a lane all your own.
Sure, people might call you crazy. They might say, âWhy are you trying to make pineapple pizza a thing?â đ
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, youâre on the right track.
If theyâre laughing at you, even better.
đ Laughter Is Just the First Step Before Theyâre Clapping for You
Remember, the Wright brothers were called lunatics for thinking humans could fly.
Now weâre booking flights to Bali like itâs no big deal.
This Wacky Wednesday, letâs celebrate the misfits, the rebels, the crazy ones and the peanut butter sandwich enthusiasts. đ„
Because real progress isnât made by following the crowdâitâs made by leading it.
So go ahead, zag when everyoneâs zigging.
Who knows? You might just change the world. âš
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.
âThe Audacious Unheard of Ways I Took a Startup to A BILLION IN SALESâ is the latest in my BE DiFFERENT or be dead Book Series.
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- Posted 5.13.26 at 06:00 am by Roy Osing
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May 11, 2026
The ONE THING That Makes Unbelievably Great Leaders: Strategic Vagueness

The ONE THING That Makes Unbelievably Great Leaders: Strategic Vagueness
In todayâs chaotic business landscape, many leaders chase the perfect business plan.
They rely on tools like SWOT analysis and predictive modeling, hoping for precisionâyet these donât guarantee success.
Markets are unpredictable.
Planning to perfection is a foolâs errand.
When leaders obsess over flawless plans, they stall actionâa critical mistake in a fast-moving world.
đ§ Instead, Embrace “Strategically Vague” Planning
This approach rejects the âperfect planâ myth.
It champions flexible strategy that evolves through real-world feedback.
Set a broad vision, start executing, and adapt based on results.
A Strategically Vague Plan isnât born from endless meetings or outside experts.
Itâs crafted by your Executive Leadership Teamâensuring itâs tailored, pragmatic, and âjust about rightâ.
This plan is developed in under 48 hours and focuses on immediate execution.
It draws from proven methods like the Strategic Game Plan, used to scale a startup to $1B in annual sales.
â±ïž Focus on Short-Term Wins
The plan operates in 24 periods of 30 days each, emphasizing short-term objectives.
Unlike traditional five-year plans, this keeps the focus on actionable, immediate results.
In a Strategically Vague framework, every day drives progress.
đ Measure in Real Time
Measurement is central to this approach.
Instead of static reports, use real-time metrics to guide decisions.
Frontline feedback becomes invaluableâallowing instant adjustments and keeping strategy aligned with reality.
đ Always a Draft, Never Set in Stone
A Strategically Vague plan is always a draft.
It expects real-world challenges and adapts accordingly.
Holding onto a failing plan leads to obsolescence.
Stay agileârevise based on market conditions, not rigid adherence.
đ Lead with Agility and Confidence
Being Strategically Vague prepares leaders for business unpredictability.
By prioritizing action, flexibility, and real-time adaptation, you guide your organization toward successâlearning and evolving through the
journey.
This approach builds resilience, drives innovation, and fuels growthâone adaptive step at a time.
đĄ Key Takeaways:
â
Ditch perfect plansâadopt flexible, vague strategies.
â
Create quickly with your leadership team.
â
Focus on short-term, measurable wins.
â
Treat your plan as a living draft.
â
Adapt based on real-time feedback.
Become the leader who thrives in uncertainty.
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 theoryâthis 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
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.
âThe Audacious Unheard of Ways I Took a Startup to A BILLION IN SALESâ is the latest in my BE DiFFERENT or be dead Book Series.
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- Posted 5.11.26 at 06:00 am by Roy Osing
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May 9, 2026
Stand Alone: Why Itâs Not a Lonely Place to Be

đ Society Often Equates Being Alone with Being LonelyâHereâs Why Thatâs Wrong
In a world that constantly pushes us to fit in, standing alone isn’t weaknessâit’s rebellion.
This isn’t about loneliness.
It’s about independence.
It’s the ultimate refusal to be diluted by the noise of conformity.
When you stand alone, you aren’t isolated.
You’re untethered. Free to carve your own path without the weight of anyone else’s expectations.
Standing alone means owning your truthâespecially when it’s unpopular.
It means rejecting validation from those who don’t understand your journey.
When you’re alone, you aren’t missing out. You’re stepping into your power.
This is your space to grow. To think. To breatheâwithout the clutter of external opinions.
Let’s be real: not everyone is meant to walk the same road.
Some paths are narrow. Meant for one. And that’s more than okayâit’s powerful.
đȘ Itâs Not About Shutting People OutâItâs About Prioritizing Your Inner Voice Over the Crowdâs Chatter
Solitude breeds strength. It forces you to face your fears, insecurities, and dreams head-on.
When you stand alone, you build unshakable resilience.
You learn to rely on yourself.
True confidence isn’t born from applauseâit’s forged in the quiet certainty that you can stand tall, even when no one is watching.
If you find yourself standing alone, don’t see it as a curse.
See it as your moment.
Your chance to define yourself on your own terms.
To live authentically. To create a life that’s unmistakably yours.
đ„ Standing Alone Isnât LonelyâItâs Liberating
This is your reminder: you don’t need a crowd to feel whole.
You are enough. Exactly as you are.
Stand tall. Stand alone. And watch the world shift to make space for you.
Subscribe to my blog for more uncomfortable truths (and less comfortable lies).
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.
âThe Audacious Unheard of Ways I Took a Startup to A BILLION IN SALESâ is the latest in my BE DiFFERENT or be dead Book Series.
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- Posted 5.9.26 at 06:00 am by Roy Osing
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May 4, 2026
The ONE THING That Makes Unbelievably Great Leaders: Thirsty

The ONE THING That Makes Unbelievably Great Leaders: Thirsty
In the world of leadership, one powerful quality separates the good from the truly great: thirst.
Not for waterâbut for growth, for impact, and for excellence.
This deep, relentless drive fuels exceptional leaders and sets them apart.
They donât just leadâthey hunger for more.
đ„ Thirsty Leaders Are Explorers
Great leaders are never satisfied with the status quo.
They have an insatiable hunger for growth that pushes them into uncharted territory.
They donât followâthey pioneer.
And they certainly donât settle for simply benchmarking against others.
For them, imitation is the enemy of innovation.
đ Growth Isnât a GoalâItâs an Obsession
Thirsty leaders live by one mantra: act first, refine later.
They trust their gut, move with speed, and let passion fuel their decisions.
Theyâre not paralyzed by perfectionâthey thrive on momentum.
And they know that real learning happens in the arena, not in theory.
đĄ How to Become a Thirsty Leader
Want to ignite that fire within?
Start here:
â
Trust Your Instincts
Listen to your gutâand to your frontline teams.
They hold the clues to whatâs really happening.
â
Embrace Imperfect Action
Donât wait for the perfect plan.
Find âgood enoughâ solutions and run with them.
â
Fail Forward
If youâre not failing sometimes, youâre playing too safe.
Each setback is a setup for a stronger comeback.
â
Make Growth Your Mission
Shift from maintaining to expanding.
Seek new opportunitiesâand be willing to disrupt everything to reach them.
âš Lead With Thirst, Achieve With Impact
Thirsty leaders donât just build businessesâthey build legacies.
They inspire through action, innovate through courage, and grow through relentless curiosity.
Itâs time to stop sippingâand start drinking deeply from the well of possibility.
Your thirst for greatness is waiting.
Answer the call.
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 theoryâthis 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
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.
âThe Audacious Unheard of Ways I Took a Startup to A BILLION IN SALESâ is the latest in my BE DiFFERENT or be dead Book Series.
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- Posted 5.4.26 at 06:00 am by Roy Osing
- Permalink