MATT GRAY Profile picture
Mar 24, 2024 24 tweets 7 min read Read on X
I’m obsessed with great leadership.

But when I was young, I wasted years and opportunities not knowing what great leadership looked like.

Learn from my mistakes.

21 clear signals you have a great leader: Image
Integrity Is Their North Star

They do what's right, even when no one's watching.

As Bill Campbell, the "Trillion Dollar Coach," once said: "It's not about what you say. It's about what you do."

A great leader walks their talk.
They Measure Output, Not Input

They care about outcomes achieved, not facetime.

They know that results are the currency of business, not promises and hours spent.

And they know that what gets measured, gets improved.
They Wear Humility Like A Badge

They're not afraid to admit when they're wrong or don't know something. They're always eager to learn from others, regardless of their position.

They know that the ego trip is a journey to nowhere. Image
Emotional intelligence Is Their Sixth Sense

They have an uncanny ability to read people and situations. They navigate complex emotions and interpersonal dynamics with flair.

Empathy and understanding are their tools of choice.
Resilience Runs In Their Blood

They view setbacks as stepping stones, not roadblocks. When knocked down, they dust themselves off and keep pushing forward.

Their tenacity is contagious.

They prove that enthusiasm is common, but endurance is rare.
Adaptability Is Their Competitive Edge

They adapt themselves to circumstances, as water moulds itself to the pitcher.

They don't just embrace change, they champion it.

As Max McKeown says “All failure is the failure to adapt; all success is successful adaptation.”
Innovation Fuels Them

They foster a culture of creativity and outside-the-box thinking.

They encourage bold ideas and calculated risks.

Status quo? Not in their vocabulary. Image
They Don't Wear Masks or Play Politics

What you see is what you get:

• Real
• Raw
• Relatable

They create depth. And depth creates authenticity. Image
They Communicate With Transparency

Delivering the truth courageously is the highest form of respect.

They believe clear information sharing is power.

Empire building requires clarity of thought and word. Image
Active Listening Is Their Nature

They don't just hear, they listen to understand.

They give their undivided attention and make others feel truly understood and heard.

They know that successful people listen more than they talk.
They Adopt A ‘Relationships First’ Attitude

They invest time and energy into nurturing authentic connections.

They remember birthdays, ask about family, and genuinely care.

Their single greatest "people skill" is a highly developed and authentic interest in the other person. Image
Their Hearts Beat With Empathy

They put themselves in others' shoes and see the world through their eyes.

They feel what others feel and use that understanding to build deep connections.

Their compassion knows no bounds.
They Develop Other Leaders

A leader’s greatest responsibility is to ensure that others rise as high as they possibly can.

They prepare others to carry the torch and expand the circle of light.

Their mentorship leaves a lasting impact.
Learning Is Their Lifestyle

They have an insatiable appetite for growing their knowledge.

They turn every interaction into a learning experience to expand their mental models.

This compounding knowledge fuels creativity and vision for decades. Image
They Take Intelligent Risks

They understand that big rewards require big risks.

They’re bold in seizing data-backed opportunities with asymmetric upside.

They know that fortune favors the brave.
They Embrace Feedback

They actively seek input and are open to constructive criticism.

They view feedback as a gift and use it to improve.

Their growth mindset is contagious. Image
They Focus on Systems

They understand that scale and speed rely on repeatable systems.

Ensuring that when others fail, your processes don’t.

They know that systems run the business and people run the systems. Image
They Create An Exceptional Culture

They shape an environment where everyone feels valued, supported, and inspired.

They lead by example and set the tone from the top.

Their culture is the glue that holds everything together.
They Give Credit Publicly

They're the first to shine the spotlight on others' successes.

No win is too small to celebrate.

They understand that recognition is the ultimate performance enhancer.

Their words of affirmation propel top players to reach for the stars.
They Criticize Privately And Thoughtfully

Feedback is a gift they give with care and kindness. They understand that growth happens best in a safe, supportive space.

They have the hard conversations behind closed doors, not in public.
They Have A Knack For Attracting Talent

A-players flock to them like moths to a flame.

They want to work with them because they create environments for people to thrive. They architect ecosystems and incentives that make heroes.

They don't just attract talent, they create it.
Great leaders are rare, but when you find one, hold on tight.

They'll take you to places you never thought possible.

They'll challenge you, support you, and inspire you to be your best self.

They're not just bosses; they're game-changers. Image
P.S. If you like proven systems, you'll love my weekly newsletter (it's free).

1 actionable tip to grow your online business.

Bonus: You’ll receive my Vision Board System (worth $249) for free.

Join 107,000+ subscribers here:

founderos.com/newsletter

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More from @matt_gray_

Aug 27
I'm going to tell you things that will make you uncomfortable.

Things that financial advisors won't say because they'd lose clients.

But after building a multi-million dollar portfolio, I've learned these truths the hard way:
Focus On Making More, Not Saving More.

Cutting $5 lattes won't make you rich.

Adding $5,000 monthly income will.

I went from broke to millionaire by obsessing over revenue, not reducing expenses. Image
Index Funds Won't Make You Rich

8% annual returns are mediocre when you factor in inflation and currency debasement.

The wealthy start businesses, not become employees earning "safe" returns.

I make more in one month from my businesses than most make in a decade from index funds.

Build equity. Own assets. Stop being a passenger.Image
Read 17 tweets
Aug 17
I retired at 34 with $13.8M in annual revenue.

But I could have retired at 25 if I'd started these habits earlier.

Here's what separates future millionaires from everyone else:
Stop Working Jobs Sooner

After one year, a 9-5 holds you back:

• Creativity gets crushed
• Risk of layoffs increases
• Income caps at salary limits
• Learning stops after 90 days

Get a job to learn skills, then use those skills to build equity.

I spent 3 years in corporate learning systems.

Then I applied those systems to build my own companies.

Employment is education, not a destination.Image
Build Businesses, Not Side Hustles

"Side hustle" creates a part-time mindset and a lack of urgency.

Instead: Go all in.

Build with intensity to provide for you in 3 months, not 3 decades.

I see founders dabble for years, making $500/month.

Meanwhile, others go full-time and hit $50,000/month in 6 months.

Commitment level determines success speed.Image
Read 14 tweets
Aug 14
Four years ago, I discovered the habit that changed everything.

Not meditation. Not exercise. Not networking.

Journaling.

But not the way you think.

I've tested 1,000+ prompts and journaled 1,460 days straight.

Here are the 5 prompts that built a $13.8M business: Image
One day, a random valet at a hotel in LA changed my life forever.

I was walking to my usual cafe when I stopped to chat with this guy about my sobriety journey.

He'd been sober for 30 years.

Looked me dead in the eye and said: "You need to read The Artist's Way."

That book introduced me to morning pages.

Three pages of unfiltered writing every morning.

Nine weeks later, I discovered thoughts I didn't even know I had.

Realized I was masking my unhappiness with work that looked successful but felt soul-sucking.

That morning routine became the foundation of everything that followed.Image
The 5-Minute Morning Brain Dump

Here's how I start every day:

Wake up naturally.

No alarm.

Grab my iced Americano and walk.

Sit at my computer by 7:30 AM.

Write for exactly 5 minutes.

The question that started it all: "What's trying to surface in my mind today?"

No filter.

No editing.

Just raw thoughts on paper.

This single habit led to the insights that built my $13,800,000 portfolio.Image
Read 10 tweets
Aug 10
The best founders do one thing brilliantly, build systems:
The Wake-Up Call

I'll never forget the moment it hit me.

I was in New Zealand, supposedly on vacation, taking calls at 3 AM because my team couldn't make decisions without me.

My girlfriend looked at me and said: "You don't own a business. Your business owns you."

She was right.

I'd built a successful company but forgot to build myself out of it.Image
The $5,000 Hour Rule

Here's how I think about my time now:

If it's not worth $5,000 per hour, I don't do it.

$5,000 hour tasks:

Strategy.

Vision.

High-level partnerships.

Hiring A-players. Image
Read 13 tweets
Aug 2
If you want to 10x your income in 2025 (working 4 hours a day), read this:
Most entrepreneurs build prisons instead of businesses.

They grind 14 hours a day, sacrifice health, and still struggle to scale.

I've built a portfolio of internet companies doing $13.8M/year, working just 4 hours daily.

Here's the blueprint to true freedom while scaling your income:Image
First, understand the new wave of entrepreneurship:

The founder-led business model.

No office. No full-time staff. No complex operations.

Just you, leveraging your personality and expertise to build a thriving business around yourself. Image
Read 14 tweets
Jul 26
Everyone with a laptop should earn $1,000,000 per year.

Sadly, most people don’t know where to start.

Here’s the playbook to build a 7-figure offer stack in the next 60 days: Image
Your offer stack starts with the Value Ladder.

This system increases customer lifetime value by giving them multiple ways to work with you.

Think of it as a journey from first purchase to long-term partnership.

Each step builds more trust and value.
Your value ladder should have three core offers:

• Low-ticket
• Core high-ticket offer
• Ultra high-ticket

Your stack should match customer commitment levels.

Now, follow this system to build a bullet-proof offer-stack: Image
Read 9 tweets

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