Mark MacLeod

I help startup CEOs go from $5M in revenue to a massive exit

Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. 

I was a General Partner in Real Ventures, one of Canada's largest and most active seed stage funds. My investments there include the fund's largest cash on cash and highest IRR returns to date. 

Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.

The thing I loved most about these roles was the one on one coaching and advisory conversations I had with CEOs. 

Since 2020 I have been coaching, investing in and advising CEOs + helping them execute game-changing deals.

I am a semi-active angel investor with a portfolio of 22 investments, 2 highly positive exits and counting.

In my spare time, I am a passionate CrossFit athlete and electronic music producer/ DJ. I also run Deep Down Music, a record label.

Founder

I coach, advise and invest in the CEOs of high growth technology companies & help them execute game-changing deals.

The best CEOs I've worked with all have one thing in common: They're blunt.

Not rude. Not cruel. Not careless with their words.

Blunt.

They say what needs to be said in the room where it needs to be said.

They don't soften feedback until it loses its meaning.

They don't wait three months to have the conversation everyone knows is overdue.

They don't hide behind politeness when clarity is what the team actually needs.

Most founders confuse being nice with being kind.

Nice avoids the truth to protect feelings.

Kind delivers the truth because the stakes are too high not to.

Your team doesn't need you to be comfortable.

They need you to be clear.

Bluntness with respect is one of the highest-leverage leadership skills you can develop.

Subscribe to my newsletter and get a 22 page presentation on the secrets of Limitless CEOs https://lnkd.in/gWqQBd-n

Helping ambitious CEOs & founders scale world-changing companies without sacrificing their health, happiness, purpose, or humanity

No alternative text description for this image

I don't think I will ever fully retire.

Retirement is a concept built for a world that no longer exists.

It assumed you'd grind for 40 years, then stop.

Trade your health for money, then try to buy it back.

But what if you could work forever?

Not because you have to. Because you want to.

Because building still lights you up at 60, 70, 80.

That changes the entire equation.

You can't run this game like a sprint.

The founders who burned out at 45 didn't fail because they lacked talent. They failed because they built a pace they couldn't sustain.

We're going to live longer than any generation before us. The question isn't when you stop.

It's how you build a life and a body and a mind that lets you keep going as long as you choose.

That means sleep isn't optional. Recovery isn't weakness. Energy isn't something you sacrifice for the next milestone.

It's the asset that makes every future milestone possible.

Retirement is what happens when you run out of energy.

Sustainability is what happens when you never do.

Subscribe to my newsletter and get a 22 page presentation on the secrets of Limitless CEOs https://lnkd.in/gWqQBd-n

I am leaning into my weirdness, and it feels good.

I have never been a stereotypical CPA. When I was in undergrad, I designed my life around raves. Classes were Tuesday - Thursday. This enabled me to go dancing all night Saturday and recover. 

While I love to serve, I hate having a boss. So, while my peers went the “Big 4” route, I joined a small firm serving founders. I have only ever been or worked with founders. 

I have always leaned into what I love. I love to write. When I look back, all of my most important relationships came from my writing. Tobi from Shopify. Mike from FreshBooks. The guys starting Real Ventures. All came in part because they read my thoughts.

Then there’s yoga. Starting casually in my late 20s, yoga has evolved to become the foundation of my life.

The stretches offered in most North American yoga studios are a tiny fraction of what yoga is. In fact, the word “asana” (that’s what these postures are called) is barely mentioned in the Yoga Sutras.

Yoga is a complete system for living your life. My goal is to live every minute in accordance with yogic practices and values.

I discovered kundalini yoga in 2012. I got serious about it in 2019. And I teach it now.

Kundalini focuses on building and directing energy. We all have dormant energy at the base of our spine. Through these practices (called “kriyas”), we activate and direct that energy. 

Studies have shown that this practice turns on dormant parts of your brain. It unlocks our potential.

All of this mix of yoga, breathwork, meditation, and human optimization has co-mingled with my startup experience to create Limitless. 

My mission is simple: to redefine how founders build companies by putting their energy, health, and inner alignment first. So they can scale without limits and lead from a higher state.

Change your life so you can change the world!

Hard to think of something more motivating to work on!

Subscribe to my newsletter and get a 22 page presentation on the secrets of Limitless CEOs https://lnkd.in/gWqQBd-n

undefined undefined

Certified Personal & Business Performance Coach

Chartered Professional Accountant (CPA)

An exclusive community of VC and PE-backed CEOs who want
to scale themselves and their companies without limits.

Limitless is an exclusive community of VC and PE-backed CEOs who want
to scale themselves and their companies without limits.

I coach startup CEOs to grow themselves and their business all the way to a massive exit

SurePath Capital Partners is the premier strategic financial advisor to the global SMB Software market. With offices in Toronto and San Francisco, we aim to be the #1 advisor in this space globally and the one call CEOs and board make when they need to make a deal happen.

I led finance and corporate development at FreshBooks - the #1 cloud accounting specialist for small business owners. Since 2004, over 5 million people have used FreshBooks to track time, organize expenses and invoice clients online and in the cloud.

Accomplishments:
- Closed $30M institutional funding round + other unpublished transactions
- Led the process to find a partner to backstop a new product line
- Sourced and closed other key revenue-generating partnerships

CFO + Chief Corporate Development Officer

Venture Partner

Parter at Real Ventures where I focus on SaaS, freemium, e-commerce and digital media seed investments

Director, Fabric Technologies
Director, Context.io (sold to Return Path)
Director, Frank and Oak
Observer, Rewardli Inc.
Investor, Thinknear.com (sold to Telenav)
Investor, Localmind.com (sold to Airbnb)
Investor, Massive Damage Inc.
Director, Sweet IQ (sold to Reachlocal)
Observer, Unbounce.com
Investor, Engagio (sold to Influitive)
Investor, Origin.al Internet Company General Partner

General Partner

CFO for Tungle - a great solution for meeting coordination.

Raised a $5M "A" round. Served as CFO through the successful sale of the company to RIM.

Interim CFO, Shopify
Advisor, Well.ca
Advisor, Cakemail 
Advisor, Dok Dok Inc 
Advisor, Raymark
Advisor, Sitezoogle 
Interim CFO, Status.net Inc.

Advisor & CFO

Led finance, operations, legal, HR, strategic planning functions for this mobile communications startup. Raised an $10M B round led by Flybridge. Raised an additional $1M in China. Made major improvements to execution, ops, key metrics, etc.

Led finance, operations, customer support, IT and manufacturing for this venture-backed networked storage vendor. Negotiated the sale of Terrascale to Rackable Systems (NASDAQ: RACK) in a deal returning 10x on invested capital.

VP, Finance

Prepared this 15 person IP networking startup for commercialization & ‘B’ round funding. Responsibilities included financing, all back office operations, investor + board relations and negotiation of all  agreements. Towards the end of my term, I was given increasing responsibility for OEM sales and strategic relationships.

Strategic consulting assignments: 
•	Advised on the sale of two software companies and the purchase of an education services company
•	Led the successful restructuring of an insolvent retailer. The company is now thriving and expanding
•	Enabled the restructuring & strategic refocus of a new media company that resulted in a 3x growth in revenues and 5x growth in profit & cash flow

President

Was responsible for Finance, Alliances and Corporate Development functions. Raised $19M in equity over 2 rounds + oversaw growth to over 100 people. Established many key partner relationships

Director, Finance + Corporate Development

Helping VC-backed CEOs scale themselves and their companies without limits. 
| Host of The Startup CEO Show podcast

Marie Chevrier Schwartz spent 10 years building Sampler. Raised venture capital. Grew it to real scale. Then the business went bankrupt.

Most founders go dark when that happens. Marie did the opposite. She went on social media and told everyone.

The thing she said that stuck with me most: The day she accepted it was over, she felt relief. Not defeat. Relief.

Because she finally separated who she was from what she built.

That's the hardest thing in entrepreneurship. Not the fundraising. Not the product. Not the market timing.

It's realizing you are not your company.

Marie was late in her pregnancy when she learned the business wouldn't survive. She had a newborn when it officially ended. And instead of shutting down, she used that moment to rebuild her identity entirely.

She's went on to runTechTO, Canada's largest tech community, serving 60,000 founders. Different chapter. Same energy. More clarity.

If you missed the podcast, the full conversation is on my blog → link in the comments.

Most founder interviews are about fundraising, growth hacks, and exits.
This one was different.

I sat down with Tonya Papanikolov, founder of Rainbo, one of the leading functional mushroom brands. She's a holistic nutritionist, a Kundalini yoga teacher, and someone who built her company from a meditation download, not a pitch deck.

What struck me most was how she thinks about success.

Not revenue targets. Not market share.
Alignment. 

Is what she's building aligned with her deeper purpose? And when the answer is yes, everything else follows.

She also said something that stopped me: when she feels the urge to escape and retreat from the work, that's usually a sign she's avoiding the next level of growth, not that she needs rest.

That's a distinction most founders never make.

We talked about building a CPG brand from scratch, getting into Whole Foods, running a company with her husband, and why her morning practice is the most important thing she does for the business.

If you missed the podcast, the full conversation is on my blog

Botkeeper raised $90M+ and just shut down after 11 years. It's a cautionary tale we all can learn from.

Raising capital is not a sign of success. It just means someone gave you a shot.

We celebrate fundraising like it's the finish line. It's not. It's the starting gun.

And sometimes it's the thing that kills you.

More capital means more pressure, higher burn, bigger expectations, and less room to figure things out.

Botkeeper never nailed product-market fit with accountants. But they kept raising anyway. I don't blame them. But this happens a lot with VCs overfunding.

$90M later, the outcome was the same as if they'd run out of money at $5M.
Except that more people got hurt.

The founders I work with who build lasting companies treat capital as fuel for what's already working. Not a substitute for what isn't working.

The true test of your values isn't when you fire a low performer.
Everyone can do that.

It's when you exit a high performer who violates them.

The person who is hitting their numbers. The one the board loves. The one your team depends on.

But they're toxic. They undermine trust. They treat people like collateral damage.

And you know it.

Most CEOs tolerate it because the results are too good to lose.

That's not pragmatism. That's a signal to your entire company that values are negotiable when the numbers are right.

The moment you exit that person, two things happen.

First, it hurts. Revenue might dip. There's a gap.

Second, your culture becomes real. Every person on your team now knows the values aren't a poster on the wall. They're the operating system.

And that's worth more than any one performer.

Harry Stebbings says fundraising has changed.

According to Harry, SaaS founders growing 2-3x have two choices:

Use AI to accelerate to 8-10x growth. Or cut burn and never raise again.

The reality is more nuanced.

The real question isn't "which path." It's "how do I build OPTIONALITY so I can choose either, on my terms?"

Optionality has never been more important than it is now.

Optionality means:

✅ Your can get to cashflow break-even in runway if you are not there already.

✅ Your growth rate & unit economics let you raise if and when you want to.

✅You are known to your most natural buyers and can enter into a warm, qualified exit process at any time.

And a personal consideration here: 

✅ As founder, your energy and clarity let you make that strategic call from strength, not panic.

The founders who win in this market aren't picking door 1 or door 2.

They're building a company, and a version of themselves, that can walk through whichever door makes sense, whenever it makes sense.

That's not simple. But it's the real game.

Founder @ 20VC

The biggest risk of AI isn't losing your job. It's never being able to stop working.

The people burning out fastest right now aren't the ones resisting AI.
They're the ones who embrace it most.

A new Harvard Business Review study followed a tech company for eight months and found that when people genuinely adopted AI, they didn't work less. They just did more. 

To-do lists expanded to fill every hour that AI freed up, then kept going. 

Work bled into lunches and late evenings. Not because anyone was pressured. Because the tools made it more doable.

This is the trap nobody's talking about.

AI doesn't create boundaries. It removes them.

And without boundaries, more capacity just becomes more work.

This is why health, energy, and inner clarity aren't nice-to-haves in the AI era.
They're survival tools.

The founders who thrive through this won't be the ones who squeezed the most out of every AI tool.

They'll be the ones who knew when to stop. Who protected their sleep. Who built recovery into their operating system. Who had the self-awareness to say 
"I can do more," and the discipline to say "but I won't."

Being able to call it a day and feel good about what you accomplished will become a superpower (it always was..).

AI is the most powerful accelerant founders have ever had.

Without boundaries, it accelerates burnout just as fast as growth.

Your job as CEO isn't to do more. It's to remove friction.

Friction is everywhere. It's the slow approval process. The unclear ownership. The meeting that should be an email. The hire you haven't made. The conversation you've been avoiding.

It's not one big thing. It's a hundred small things quietly dragging your company down.

Most founders tolerate them. They work around them. They get used to the drag.

Limitless CEOs have a different habit.

They remove one piece of friction every single day.

It sounds small. But compounded over a quarter, that's 90 obstacles gone.
Over a year, you've fundamentally changed how your company operates.

Not through a big reorg. Not through a new strategy deck.

Through the daily discipline of making things a little easier for your team to win.

That's the real job.

Find and remove one piece of friction every day.

AI made you faster. It didn't make you better at stopping.

Every CEO I speak with has the same problem right now: the tools keep getting better, but the days keep getting fuller.

So I teach them a simple boundary protocol: Block one hour a day that is completely analog.

No screens. No Slack. No AI. No input at all.

Walk. Breathe. Sit. Think. Or do nothing.

This isn't a wellness hack. It's an operating decision.

Because the quality of your leadership is determined in the space between inputs. Not during them.

The founders who protect that space make sharper calls, see further ahead, and last longer than the ones running at full capacity every waking hour.

Your brain needs time offline to process what it's taken in. Without that, you're not thinking. You're just reacting faster.

AI gives you speed. Analog time gives you clarity.

You need both. Most founders only have one.

I asked a CEO client to rate his happiness. He said 6 out of 10.
I asked what would make it a 10.

His answer wasn't more revenue. Wasn't a bigger team. Wasn't closing a round.
It was spending more time on things that create energy.

He already knew the answer. Most founders do.

The gap between a 6 and a 10 isn't more success.

It's less of what drains you and more of what fills you up.

The hard part isn't knowing this. It's giving yourself permission to act on it.

Energy isn't a reward for building something great. It's the requirement.

Design your role, company and life around energy and you become limitless!

Every startup's 2026 budget is already wrong.

Not because someone made a mistake.

Because AI is changing the cost structure faster than anyone can model.

Roles you planned to hire for in Q3 might not be needed by then.

Tools that cost six figures are being replaced by agents that cost hundreds.

Runway is quietly extending at companies that are paying attention.

And the ones that aren't are still hiring against a plan that was outdated the week it was approved.

This is the new reality for founders:

You can't forecast spend the way you used to.

The old was was full of certainty. Full of proven formulas. 

The founders who adapt fastest aren't the ones with the best financial models.

They're the ones willing to revisit assumptions every month, rather than every quarter or every year.

Rigid budgets were already dangerous. In the AI era, they're fiction.

Subscribe to my newsletter and get a 22 page presentation on the secrets of Limitless CEOs https://lnkd.in/gWqQBd-n

Most founders optimize their GTM funnel. Almost none optimize the machine that runs it all.

I recently sat down with Greg Newlands, a fitness coach who works with founders.

Full disclosure: Greg is my coach and also works with several of our Limitless founders.

One thing he said stuck with me:

"If I'm not sleeping well, not exercising, not rested, I just don't perform the same in life or in business."

That's not a wellness quote. That's an operating reality.

Greg trains entrepreneurs the way athletes get trained: 
Strategic breaks throughout the day. 
Resistance training as a non-negotiable. 
Tracking four daily KPIs for energy and performance.

The part that hit hardest: he burned out multiple times before he stopped treating rest as the enemy of progress.

Sound familiar?

This is one of the most tactical conversations I've had on health as a founder strategy.

Full episode on my blog → link in comments.

From your biggest → the best shape of your life | Helping ambitious, driven men rebuild their body & confidence after letting things slip

Jack Dorsey, founder of Twitter and Block, just gave us a lesson in making hard decisions.

Often, when faced with decisions like layoffs, the temptation is to do the minimum necessary. To avoid as much pain as possible. 

Jack did the opposite. He leaned into the pain. He cut 40% of Block's workforce. Over 4,000 people. In one move.

Not because the business is struggling. Gross profit grew 24% last year.

He did it because he saw where AI is heading and decided to get there first. He leaned in.

Dorsey said it clearly: “Repeated rounds of cuts destroy morale, focus, and trust.” He'd rather take one hard, clear action than manage a slow bleed toward the same outcome.

You can disagree with the decision. But the leadership principle is worth studying.

The hardest decisions aren't hard because you don't know what to do. They're hard because you don't want to feel the pain of doing it. They're hard because you resist.

So you delay. You half-measure. You spread the pain out over months, hoping it hurts less.

It doesn't. It just hurts longer.

Whether it's a layoff, a co-founder conversation, or a pivot you've been avoiding, the cost of the slow path is almost always higher than the cost of the decisive one.

Suffering = pain * resistance. If you don’t resist what you need to do, you will not suffer. 

It’s no surprise that Jack took this approach, given his spiritual practice. Jack does long Vipassana retreats. Anyone who has done these will know that they are painful but always worth it.

The way out (of whatever issue you are struggling with) is through. Lean into the discomfort. Make the bold call.

A founder built an AI system that scans everything. It was making him worse at his job.

AI lets you measure everything now. Every Gong call. Every Slack thread. Every data query. Every customer conversation.

One founder I spoke with built an AI system that scans a thousand times more data than his team could manually. Every day, he is briefed on literally everything in his company.

Impressive. Also dangerous.

Because the ability to do everything is not a reason to do everything.

When I dug in, his real bottleneck was one thing. So we cut one of three product initiatives entirely. Narrowed focus to the one thing blocking growth.

More data didn't solve it. Less did.

Here's what I see happening everywhere right now:

AI gives founders superhuman capacity to monitor, measure, and manage.

But capacity without focus is just sophisticated distraction.

The founders who win won't be the ones who do the most with AI.

They'll be the ones disciplined enough to do less.

The mind is a wonderful servant but a terrible master.

For most founders, the mind is running the show.

It wakes you up at 3 am with worst-case scenarios.

It replays the board meeting you can't change.

It tells you that every competitor is ahead of you.

It convinces you that rest is laziness.

The founders I work with at Limitless are learning to think with more intention.

They choose what to focus on rather than letting their minds choose for them.

That's what meditation is. That's what journaling is. That's what a morning practice is.

Not escaping the mind. Training it to work for you, not against you.

You are a mental athlete. You need to train your mind the way athletes train their bodies.

Your mind built your company. Don't let it destroy you in the process.

Every founder has a financial dashboard. Almost none have a biological one.

At Limitless, we think about CEO performance across three dimensions:

Physical → sleep quality, HRV, recovery.

Mental → deep work hours, focus time.

Financial → MRR, pipeline velocity, growth.

(We also go deep on spiritual, but let's park that for now...).

Here's what most founders miss:
These aren't three separate dashboards. They're one system.

✅ Your HRV predicts your decision quality.

✅ Your sleep predicts your deep work capacity.

✅ Your deep work predicts your revenue.

The financial metrics are the output. The biological ones are the input.

Fix the inputs. The outputs follow.

Every playbook you relied on is being rewritten right now.

AI is disrupting how we build, hire, sell, and lead.

The best practices that got you here? Most of them no longer apply.

This is terrifying if you need external certainty to make decisions.
It's freeing if you don't.

When the map is gone, the founder who wins is the one who can navigate without it.

That means first principles over borrowed frameworks. Grounded decisions over reactive ones. Intuition over consensus.

Your own race over someone else's example.

The answers aren't in the latest AI playbook or the hottest thread on X.

They're inside the founder who is clear enough, calm enough, and honest enough to hear them.

This is the era where inner work becomes a competitive advantage.

I meditate every morning before I open my laptop.

Not just because I'm spiritual. Because it makes me a better decision-maker.

When your mind is full of noise, every decision feels urgent. Everything looks like a fire. You react instead of respond.

When your mind is clear, you see what actually matters. You hear the signal through the noise. You trust yourself enough to act without needing five people to validate the call.

The best CEOs I work with are the clearest.

That clarity comes from creating space between the input and the response.

That's all meditation is. Not woo-woo. Not escape.

A daily practice of training your mind to be still so it can be sharp when it matters.

You are a mental athlete. You need to train your mind the way athletes train their bodies.

Ten minutes a day. No app required. Just you and silence. Pay attention to your breath. As distractions arise, keep coming back to the breath. That's it.

It's the highest-ROI habit no one puts on their calendar.

Subscribe to my newsletter and get a 22 page presentation on the secrets of Limitless CEOs https://lnkd.in/gWqQBd-n

Matt Gray

Founder & CEO, Founder OS | Proven systems to grow a profitable audience with organic content.

Over the last decade, I’ve built 4 successful companies and a community of over 14 million people.

My mission is to inspire 100 million founders to live their dreams through proven systems.

I help entrepreneurs remove themselves from operations, grow on autopilot with content and an engaged audience, and automate core systems.

I’m the founder of Founder OS, Gray Enterprises, and Bitmaker (acq. General Assembly).

My portfolio:

→ I'm the founder & CEO of Founder OS, a community of 650 entrepreneurs
→ I’m the founder & CEO of Gray Enterprises with a community of over 14 million people
→ I teach the Founder OS Program to help entrepreneurs scale their online businesses to $1M+ revenue
→ I coach entrepreneurs that need help with marketing, sales, systems, community, and growth
→ I advise early-stage companies in AI, Education, Creator Economy, and SaaS verticals

My results:

→ 14M+ people community
→ 2.5M+ people following Founder OS
→ 2B content impressions annually 
→ 0 advertisements
→ 80%+ margins

If you want to learn more about how I built this, you can join my newsletter:

→ GO HERE: https://fos.now/OdJnIQ

If you want to explore 1:1 coaching or consulting visit my personal site:

→ GO HERE: https://fos.now/li-book-now

If you want to join Founder OS Program:

→ GO HERE: https://fos.now/li-course

Twitter: https://fos.now/li-twitter
TikTok: https://fos.now/li-tiktok
Instagram: https://fos.now/li-instagram
YouTube: https://fos.now/li-youtube

Founder & CEO

Founder OS helps you build a predictable lead engine with organic content & make $1M+ online.

I used to collect quotes like trophies.

Screenshot them. Save them. Share them.

But I never actually lived by them.

Then something shifted.

I stopped collecting and started applying.

These 10 quotes didn't just inspire me.
They became my operating system.

1. Slow Is Smooth And Smooth Is Fast

Rushing creates mistakes.
Patience creates precision.

When you slow down, you speed up in the long run.

2. Small Hinges Swing Big Doors

You don't need massive effort to create massive results.

You need the right leverage points.

Focus on the few things that move everything else.

3. Move Like Everything Is Gonna Work Out, Because It Is

Confidence comes from trusting your ability to figure it out.

Act like success is inevitable.
It becomes more likely.

4. God Has Already Prepared The Way. He's Just Preparing You

The opportunity is already there.

You're just becoming the person who's ready to receive it.

Trust the timing.

5. The Score Takes Care Of Itself

Stop obsessing over results.

Focus on the process.
Do the work.

The outcome will follow.

6. Stop Thinking About It, Do It

Overthinking is just procrastination wearing a disguise.

Action creates clarity.

Start before you're ready.

7. It's You Vs. You

Your only competition is the person you were yesterday.

Compare yourself to others and you'll always lose.
Compare yourself to your past self and you'll always grow.

8. A Single Leap Of Faith Can Change Your Entire Life

The biggest breakthroughs come from the scariest decisions.

One bold move can unlock everything.

9. Not Every Closed Door Is Locked. Push

Most obstacles aren't as solid as they seem.

Test the door before you assume it's closed.

Persistence reveals paths that patience never will.

10. The Magic You're Looking For Is In The Work You're Avoiding

The thing you're resisting is the thing you need to do.

Discomfort is a compass pointing toward growth.

Lean into it.

These aren't just words on a page.

They're operating principles I return to daily.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on February 25th (24 hours away) to steal my homework: https://fos.now/wqRiDc

Matt Gray 

3 years of progress in 90 days.

That's not hype. 

That's what happens when you build a plan you'll actually use.

A great 90-day plan isn't about doing more; it's about doing what matters with absolute clarity.

This framework changed how I operate:

1. Start With Foundation

Before you set a single goal, get crystal clear on four things:

One word for the next 90 days. 

Your dream outcome (where you want to be on December 31st). 

Why it matters emotionally (not just financially). 
The success headline you want written about you.

This takes 30 minutes and saves you 90 days of confusion.

2. Then Set Real Goals

Not 10 goals. 
Not 20 goals. 
Three.

One team goal. 
One health goal.
One business growth goal. 

Plus one metric that proves you won.

That's it.

3. Build The Systems

Goals without systems are just wishes.

Identify:

• The one habit you must lock in
• The one system you must build
• What you'll automate or delegate
• What you'll stop doing completely
• Your weekly ritual to stay on track

Systems create the compound effect.

4. Get The Right People

You can't do this alone.

Define exactly:

• One mentor you'll lean on
• One accountability partner
• One teammate you'll empower
• Who can help you (name + role)

5. Execution

Break your 90 days into 12 weekly themes.

Week 1 might be foundation. Week 8 might be scale.

This prevents you from trying to boil the ocean in week one.

The magic isn't in the planning.

It's in having a plan simple enough to remember and specific enough to execute.

I've compressed years of progress into quarters using this exact framework.

Not because I work harder, but because I work clearly.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete 90-day planning system I use to compress years of progress into quarters?

Get the complete framework here: https://fos.now/Bdrqua

Notebooks are the new operating systems.

I know that sounds surprising, but hear me out.

Most founders have 17 half-filled notebooks scattered across their desk, car, and backpack.

Each one started with good intentions. Each one abandoned by week two.

Last year, I threw out every productivity app and went back to paper.

I built what I call "The Daily OS" a one-page framework that actually works.

Here's how to organize a notebook you'll actually use:

1. Theme Of The Day 

Start every day by naming what it's about.

Not a to-do list. An intention.

"Today is about deep creative work."
"Today is about strategic planning."
"Today is about connecting with my team."

This single sentence filters every decision you make.

2. Top 7 Priorities

Not 20 tasks. 
Not 50 emails. 
Seven priorities.

If you can't pick seven, you don't have clarity yet.

List them by impact, not urgency.

3. Meetings / Leverage Calls 

Here's the filter: Does this meeting create leverage or consume time?

If it doesn't compound, decline it or delegate it.

Only write down the calls that actually move needles.

4. Notes / Insights

Throughout the day, capture insights immediately.

Don't trust your memory. 

Write it down in the moment.

This section becomes your second brain.

5. The Scoreboard

Track three metrics daily:

• Gratitude (1 thing you're grateful for)
• Energy (1-10 scale, where 10 = you feel unbelievable)
• Revenue (1-10 scale, where 10 = you made significant progress)

Numbers don't lie. 

This scoreboard reveals patterns you'd otherwise miss.

6. End Of Day Reflection

Ask yourself 3 questions every evening:

What worked?
What didn't?
What will I accomplish tomorrow?

This 2-minute practice compounds into massive clarity over time.

The entire system fits on one page.

No apps. 
No syncing. 
No notifications.

Just a notebook and a pen.

Why does this work when digital tools fail?

• Because writing activates your brain differently than typing
• Because paper doesn't have notifications competing for your attention
• Because you can't optimize what you don't track, and this forces you to track what matters

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a founder-led brand that grows without you?

Get the complete framework here: https://fos.now/NKQRqJ

Kim E. Andrews, PCC, BCC, CDCS, CGC

Sales are simple when you understand this secret: 

The moment you start selling, you've lost.

I used to be terrified of sales calls.

Now my team and I close without ever feeling like we're "selling."

Using a proven system I call “Pitch OS”.

I've taught this exact system to founders who went from struggling to book calls to closing 30-50% of their prospects.

Here's the 6-step sales system:

1. Lead With Curiosity

Most salespeople start by talking about themselves. 

Big mistake.

Instead, ask open-ended questions:

• "What are you looking to achieve?"
• "Tell me about your current situation"
• "What made you book this call today?"

Then shut up and listen. 

2. Clarify Their Challenges

You can’t help your prospect if you don’t truly understand their situation.

Some great follow-up questions I use:

• "Tell me more about that"
• "Why is that important to you?"
• "What impact does that have on your life?”

Care about what they say here.

The key is to dig deeper:

• "How long has this been an issue?"
• "What happens if this doesn't get solved?"

Their answers become your roadmap.

3. Co-Create Their Ideal Outcome

Once you understand their challenges, help them paint a picture of what success looks like:

• "What's the ultimate goal here?"
• "What would this allow you to do?"

This creates a vision they're emotionally invested in.

4. Contrast Cost of Inaction vs. Investment

Most people aren't afraid of the cost of your solution.

They're afraid of making a change.

Ask them: "If nothing changes, where will you be in 6 months?"

Help them see what inaction will cost them.

5. Present Your Solution As The Bridge

After successfully going through steps 1-4, I transition into the bridge:

"Based on what you've shared, I think I can help because of my experience in [solving their problem]. Here's how we'd get you to [their ideal outcome]."

I structure my solution around 3-4 clear pillars that directly address their challenges:

"The first thing we'll do is build out what I call [Pillar 1], which will solve [Challenge 1 they mentioned]."

Then, I’d go through each one in detail, following the same format. 

6. No Manipulation

I never use:

• Fake scarcity ("only 2 spots left!")
• False urgency ("price doubles tomorrow!")

Instead, I'm radically honest about what my solution can & cannot do.

Sales don't have to feel gross.

Remember: Trust is built before the call, not during it.

That's why my Content GPS makes sales effortless:

• Monthly workshops with immense value
• Weekly newsletter building a true relationship
• Daily content on social media solving real problems

By the time someone books a call, they're pre-sold on your expertise.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on February 25th (5 days away) to steal my homework: https://fos.now/cLSdjv

How To Sell Anything To Anyone

Last year, I wrote down 20 laws that changed how I operate.

Not theories from business school. 

Real principles tested in the trenches.

Here are the 20 laws that transformed my approach:

1. Simplicity Beats Complexity

The founder who can explain their business in one sentence wins.

Strip away everything that doesn't move the needle.

2. Compounding Is The 8th Wonder

Small, consistent actions compound into massive results.

1% better every day = 37x better in a year.

3. Leverage Over Labor

Code, content, and capital scale infinitely.

Build systems that work without you.

4. Taste Is Strategy

Great taste isn't subjective - it's a competitive moat.

Develop your eye for quality in everything you touch.

5. Energy Is Currency

Guard your energy like cash.

You can't pour from an empty cup.

6. Write It Down

Clarity comes from writing, not thinking.

If you can't write it, you don't understand it.

7. Asymmetric Bets Only

Never risk $1 to make $1.

Only take bets where the upside is 10x the downside.

8. Distribution Beats Invention

The best product doesn't win, the best distribution does.

Build your audience before you build your product.

9. Brand Over Product

Products are copied in months.

Brands take years to build and can't be replicated.

10. Constraints Create Breakthroughs

Unlimited resources breed mediocrity.

Constraints force creativity and focus.

11. Ignore The Mob

Public opinion is the slowest form of judgment.

Do what's right, not what's popular.

12. Be A Media Company

Every business is a media company now.

If you're not creating content, you're invisible.

13. Do It Now

Procrastination is a symptom of unclear priorities.

If it's important, do it today.

14. Hire Weapons, Not Helpers

One A-player is worth 10 B-players.

Pay for excellence or pay for mediocrity twice.

15. AI Is Your Second Brain

Leverage AI to amplify your thinking.

It's not replacing you - it's extending you.

16. Profit Is Oxygen

Revenue is vanity.

 Profit is sanity.

Cash in the bank gives you freedom to take risks.

17. Legacy Over Likes

Build something that matters beyond your lifetime.

Social validation is empty calories.

18. Systems Buy Freedom, Hustle Buys A Job

If you're working 80-hour weeks, you don't have a business.

You have an expensive hobby.

19. Founder Brand Is Moat

Your personal brand is your unfair advantage.

People buy from people, not logos.

20. Die With No Regrets

Optimize for joy, not just returns.

The scoreboard resets when you're gone.

When you operate from these principles, you become untouchable, not because you're perfect, but because you're focused.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to implement these 20 laws and operate at the highest level?

Get the complete framework here: https://fos.now/JxaIkl

My mentor asked me a question that broke my brain:

"What would your life look like if everything was intentional?"

I stared at him blankly.

"Most people live by accident," he continued. 

"They react to whatever shows up. You need to design your life like you design your business."

That night, I grabbed a notebook and sketched out 7 life categories.

Each one got specific, measurable actions.

No fluff. No "someday" goals. Just clear systems.

Here's what happened when I started living by design instead of default:

1. Relationships became rocket fuel 

Instead of random catch-ups, I created adventure schedules. 
 
Weekly parent calls. 
Epic trips every quarter.
Surprise bucket list experiences.

Intentional relationships compound differently than accidental ones.

2. Health became non-negotiable 

Daily movement. 
Time-restricted eating. 
Nature immersion weekly. 

When health is a system, not a mood, energy becomes unlimited.

3. Business operated like a machine 

Monthly filming batches. 

Systematic delegation. 

Deep work blocks carved in stone. 

Consistency at scale beats hustle at chaos.

4. Community became my competitive advantage
 
Instead of networking, I designed belonging. 

Home base finalized. 

Group activities by default. 

Your network becomes your net worth when it's built on intention.

5. Fun became fuel, not escape 

"Whole body yes" decisions only. 

Japan snowboarding trips planned. 

When fun is intentional, it recharges instead of depletes.

6. Spiritual practice became daily wisdom 

Alan Watts before bed. 

Connecting with my 13-year-old self. 

Grounding isn't optional when you're building at scale.

7. Creativity became systematic 

Daily journaling. 
Weekly artist dates. 
Notebooks everywhere. 

Innovation happens when you create space for it.

The shift from accidental living to intentional design?

Game changer.

Most people optimize randomly. 

They fix what's broken instead of building what works.

The magic is having a framework that covers every dimension of life.

When everything is intentional, everything compounds.

—

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to build bulletproof self-confidence and take action without fear?

Get the complete framework here: https://fos.now/ezucWz

The 9 most powerful life hacks i've discovered:

1. Surround Yourself With Optimists

Who you spend time with has a bigger influence on you than you know.

You're the average of the 5 people you spend the most time with.

Each of those 5 should be someone pushing you forward.

I used to tolerate energy vampires.

Then I realized: their mindset was becoming mine.

2. Write Every Day

Writing isn't just for writers.

It's for thinkers.

Writing builds discipline. 
Improves your communication. 
Organizes your thinking.

I write every single day.

Some days it's one sentence. Some days it's ten pages.

What matters is the habit.

3. Build a Personal Board of Advisors

Don't underestimate the power of a mentor.

Epictetus mentored Marcus Aurelius.

Jobs mentored Zuckerberg.

Seeking advice from people 2-3 steps ahead of you gives you access to their lifetime of wisdom in 2-3 years.

4. Sun Exposure Every Morning

Get sunlight in your eyes every morning.

It sounds simple. It is simple.

But it's powerful.

Sunlight sets your circadian rhythm. 
Primes your brain to be alert and focused. 
Enhances your metabolism and immune function.

No phone. No distractions.

Just 10 minutes in the sun.

5. Block Off Time to Read

The most successful people in the world have one thing in common:

They love to read.

I read every day. About things that interest me. And I re-read my favorite books.

An hour a day of reading puts you in the top 0.01% of people.

6. Meditate Daily

"All of man's problems come because he cannot sit by himself in a room for 30 minutes."

Our society is filled with cheap dopamine. 
Constant notifications. 
Screens everywhere.

Meditation is the antidote.

I meditate for 20 minutes every morning.

It's about learning to be present.

7. Set a Bedtime Alarm

Everyone has a morning alarm.

Almost no one has a bedtime alarm.

After this alarm goes off, I allow my mind to relax:

Turn off all devices. 
Take a warm shower or bath. 
Read my favorite fiction book.

Setting yourself up for success the next day starts the night before.

8. Practice Gratitude

Gratitude is a key ingredient for living a fulfilling life.

Gratitude helps people improve their health, feel more positive emotions, and build strong relationships.

I take 5 minutes every day to write down 5 things I'm grateful for.

It rewires your brain to see opportunity instead of obstacles.

9. Invest in Yourself

We spend 8 hours a day working for someone else.

But we won't take 30 minutes to work on ourselves.

I invest in myself through reading, exercising, and learning new skills.

Just 30 minutes a day can change your life.

The best investment you'll ever make is in yourself.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to implement these 9 life hacks and build habits that actually stick? 

Get the complete framework here: https://fos.now/ePAcWd

The 9 Most Powerful Life Hacks I've Discovered

Leonardo da Vinci once said:

"Simplicity is the ultimate sophistication."

Here’s how to simplify your life (in 6 months):

Minimal vs Simple

Most people confuse the two. 

Minimalism is about having less. Simplicity is about focusing on what matters.

Your goal isn't to strip everything away. It's to make room for what counts.

When you master this, freedom follows.

The simplest people in history found joy in traditions:

• Simple diets
• Tea ceremonies
• Timeless fashion

Old traditions represent mastery over distraction. 

Here are 3 tips I’ve learned from studying timeless principles:

1. The 80/20 Rule

20% of your habits drive 80% of your health.

20% of your clients drive 80% of your revenue.

20% of your actions drive 80% of your happiness.

Focus on the 20%. Cut everything else.

2. Curate Your Environment

It's not just about a clean desk.

It's about: 

• What media you consume
• What notifications you allow
• Who you surround yourself with

Your environment shapes your behavior.

3. Not-To-Do List

Create a list of non-negotiables: 

• No meeting blocks
• No email before noon
• No social media after 8 PM

Sometimes, the habit you eliminate is more important than the habit you add.

Next, I want to break down 5 insanely simple systems that you can implement today to make you unstoppable:

1. Establish Rules
2. Have A Clear Vision
3. Plan For The Next Day
4. Health > Everything
5. Affirmations

1. Establish Rules

Here are a few I’ve set for myself to maintain a simple life: 

• Batch core meetings
• 3 hours of deep work at dawn
• No morning meetings until 12 PM
• Daily movement is non-negotiable 

Rules + Discipline = Freedom

2. Have A Clear Vision

You must create clear 1 year and 90-day goals for your business. 

When defining them, make sure they follow the S.M.A.R.T. framework:

• Specific
• Realistic
• Achievable 
• Measurable 
• Time-bound 

Without a vision, you will perish.

3. Plan For The Next Day

Write down your 5 priorities for tomorrow every night. 

The Super Bowl is won in preseason. Tomorrow's victory is planned today.

Clarity before bed = Momentum at dawn.

4. Health > Everything

Your most important asset is your body. 

Here’s my (simplified) health protocol: 

Morning: Collagen + H20+ Journaling + Coffee
Afternoon: Apple Cider Vinegar + Lunch + Sunlight 
Evening: Light dinner + 8hrs Sleep

Healthy founders build healthy businesses.

5. Affirmations

These daily reminders become your internal motto. Some of mine include: 

• "I am optimistic" 
• "I recognize less is more" 
• "I am present and loving"

Your words become your reality. Choose them with intention.

—

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on February 25th (7 days away) to steal my homework: https://fos.now/Vbpyha

How To Simply Your Life (in 6 months)

7 steps to design the life you want:

1. Prioritize Your Health

Your mind lives in your body.

Express gratitude every morning. 
Get 8 hours of sleep. 
Lift weights. 
Meditate. 
Seek morning sun. 
Cut out energy vampires. 

Without a strong foundation, nothing else matters.

2. Take Control Of Your Future

Stop waiting for perfect conditions.

When you're unfocused, run. 
Burnt out, seek nature.
Tired, go for a walk.
Uninspired, read. 
Upset, breathe. 
 
You have simple tools to shift your state. Use them.

3. Be Consistent

Get 1% better every day and you're 37.7x better by year's end.

The greatest returns in life come from compounding over the long-term.
 
Small daily improvements create extraordinary results. 

Consistency beats intensity every single time.

4. Quit Procrastinating

Build systems. 
Stop doomscrolling. 
Turn off your phone. 
Create your own story.

Stop the false hope that somehow tomorrow is gonna be better. 

Tomorrow never comes. 

The only moment you have is right now.

5. Craft A Compelling Vision

What is your mission? 
Your purpose? 
Your vocation? 
Your passion?

Answer these questions down to your 90-day goals. Break your 10-year vision into 3-year milestones, then 1-year targets, then this week's priorities. 

Clarity creates momentum.

6. Take Massive Action

Do hard things and embrace discomfort. 

When in doubt, execute.

Take extreme ownership over your life and surround yourself with A-players. 

Don't be paralyzed by analysis paralysis. 

Focus on decision velocity.

7. Choose Play And Adventure

Most men die at 27, we just bury them at 72.

Life's too short to spend it behind a desk doing work that drains you. 

Build a life with space for exploration, for nature, for the things that make you feel alive.

The life you want isn't something you find.

It's something you design.

One intentional decision at a time.

Start today.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on March 24th (9 days away) to steal my homework: https://fos.now/tphPbp

7 Steps To Design The Life You Want

I create 247 pieces of content per month.

Time spent? 7 hours.

Most founders stare at blank screens for hours. 

They overthink, delete drafts, and convince themselves they're "not interesting enough."

Here are 6 tips to generate endless content ideas:

1. Stop Waiting for Inspiration

Content isn't about being on camera or feeling creative. 

It's about documenting what you're already doing, thinking, and learning every single day.

2. The Content GPS Framework 

Every week follows five buckets: 

Monday - mistakes I made, Tuesday - systems that work, Wednesday - client transformations, Thursday - contrarian truths, Friday - vision for the future.

3. The 30-in-30 Exercise 

Spend 30 minutes writing: 10 things that frustrate you, 10 lessons you've learned, 10 transformations you've witnessed. 

That's your content calendar.

4. Mine Your Past Self 

Last week at 2am in London, I asked myself one question: "What do I wish I knew 5 years ago?" Wrote 73 ideas in my journal without stopping.

5. Your Struggles Beat Their Quotes 

20-somethings share motivational quotes. Real founders share scars.
 
Your authentic experience will always beat polished perfection.

6. Your Life IS Content 

Every decision you make, every system you build, every mistake you survive, it's all material waiting to be shared with people who need it.

The difference between struggling and thriving with content?

Systems beat motivation every time.

I don't create content because I'm inspired. 

I create it because I have a framework that turns my real experiences into value for others.

That's the power of building in public, transparency becomes your competitive advantage.

Start documenting your journey today. 

Someone needs to hear exactly what you learned yesterday.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on February 25th (6 days away) to steal my homework: https://fos.now/rHVGzD

How To Generate Endless Content Ideas

I just spent two weeks in Japan.

Tokyo to Niseko. Snowboarding, editing my book, conversations with founders.

Japan always reminds me of what matters when you're building something that lasts.

Here are 6 principles about building a brand that matters:

1. Sweat the Details

Met a 60-year-old retired founder on a chairlift.

Built multiple successful companies over 40 years.

Asked him his biggest lesson.

He said: sweat the details.

Every pixel. 
Every word. 
Every design choice.

That's what separates good from legendary.

Most founders skip this part.

They rush to launch. 
They settle for good enough.

Then they wonder why their brand feels forgettable.

The details are everything.

2. Mastery Takes Devotion

The Japanese way: obsession around quality, devotion to craft.

Not rushing it. 
Not settling.

I'm deep in editing my book right now.

Been working on it for three years.

This place reminds me to keep going.

To craft something transformative, not just good enough.

Mastery isn't about speed.

It's about devotion.

3. Customer Service is Care

Japanese customer service is next level.

Everyone's so friendly. 
They genuinely care. 
They want to make sure you're treated well.

That level of care, love, devotion.

That's what I want to bring to every founder we work with at Founder OS.

Most companies treat customer service as a checkbox.

In Japan, it's an art form.

4. Rest is Creative Work + Nature

Four or five hours snowboarding in nature every day.

Onsen every other day.

Still writing. 

Still moving tasks along.

That mix? That's rest.

Not doing nothing.

Doing what makes you feel alive.

Founders usually think rest means stopping completely.

But real rest is active. 
It's being present.

5. Sensory Overload Sparks Creativity

Tokyo is museums, art galleries, architecture, design everywhere.

It gets your creative juices flowing.

Sometimes you need to put yourself in environments that overwhelm you in the best way possible.

When I'm back home, I get stuck in routines.

Here, every corner sparks something new.

Creativity needs fuel.

6. The Mission's Different

When I'm on the mountain, I'm not thinking about business.

Just listening to music. 
Enjoying the flow. 
Feeling like a kid.

Taking in the beauty. 
Trying to find fresh powder.

That sense of wonder.

That's what I'm building for.

Not money. Not status.

Wonder.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to discover the exact framework that helps you build foundation, set real goals, and execute with absolute clarity? 

Get the complete framework here: https://fos.now/KRnwXj

6 Principles For Building a Brand That Matters

Most founders waste their 90-day plans.

They set ambitious goals, then wonder why nothing sticks.

I just mapped out my next 90 days using a framework that compresses 3 years of progress into a single quarter.

Here's the exact system I'm using:

1. Foundation First

Before you touch tactics, get crystal clear on four things:

• Why it matters emotionally
• Your one word for the next 90 days
• The success headline you want written about you
• Your dream outcome (where you want to be December 31)

Clarity drives execution. 

Confusion kills it.

2. The Rule of Three

Pick your top 3 goals only:

• #1 Team goal
• #1 Health goal
• #1 Business growth goal

Then identify one metric that proves you won.

More goals don't equal more success. 

They equal more distraction.

3. Systems Over Willpower

Map out the exact systems you need:

• Habit you must lock in
• System(s) you must build
• Weekly ritual to stay on track
• What you'll automate or delegate
• What you'll stop doing (subtraction)

Your habits determine your results. 

Design them intentionally.

4. People Make It Possible

Identify your support team:

• One accountability partner
• One teammate you'll empower
• Who can help you (name + role)
• One mentor/advisor you'll lean on

You can't do this alone. 

Stop trying.

5. Weekly Execution Blocks

Break your 90 days into 12 weekly focus areas.

Each week gets ONE priority.

Week 1, Week 2, Week 3... all mapped out with surgical precision.

This isn't just planning.

It's building a system that turns your vision into reality.

I'm sharing this framework publicly because transparency creates momentum.

When you declare your plan, you commit to the work.

The difference between dreamers and builders? 

Builders have systems.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete 90-day planning system I use to compress years of progress into quarters? 

Get the complete framework here: https://fos.now/lVIMBL

I just turned 36.

I battled to get sober, had my company get raided by the government, traveled the world, started two 8-figure companies and one 7-figure company.

11 lessons for 18-year-old Matt:

1. Prioritize Nature

Nature's been my biggest mentor and therapist.

Getting outside daily, taking my shoes off, and grounding myself have brought infinite stability to my life.

2. Remove Negative People

Negative energy infects your spirit and slowly chips away at your spirit.

If I ever feel drained after meeting someone, they're not meant to be in my life.

3. Learn Aggressively

If you want to fail in life, act like you know it all.

I set aside time to learn something new every day.

Be a lifelong student - read, listen, and learn.

4. Attention is the New Oil

Once you figure out how to get it, your life will take on a new trajectory.

Growing your audience is the fastest way to expand your luck surface area and become a magnet for opportunities.

5. Learn Storytelling Early

Sales, hiring, marketing, it's all storytelling.

It's the highest intangible ROI skill you can learn.

The first step:

Study storytelling frameworks and the 7 fundamental human emotions.

6. Rethink Vulnerability

I used to think vulnerability made me weak.

But vulnerability is the birthplace of all meaningful connections.

Be real and open your heart.

7. Embrace Compounding

Aim to get 1% better every day and be 37x better by the end of the year.

It's a simple mindset hack that'll bring you a world of joy down the line.

All you need is consistency.

8. Make your Morning Routine your Competitive Advantage

I plan my day the night before.

Then I'm up at 5:30, go for a walk, and lift weights.

I've won the day before I even start.

I'm not saying follow my morning routine - I'm saying find what works for you and stick with it.

9. Optimize Your Health

In order to be successful, you need to be at peak performance.

Your health is the biggest input.

It's simple:

If you treat your body like shit, you'll feel like shit.

10. Excellence is a Habit

How you do one thing is how you do everything.

And if you slack, you're only letting yourself down.

Aim for excellence in the small things, and the big picture takes care of itself.

11. Fall in Love With The Process

There's no shortcut to success - it's years of showing up every day.

But you can't do it unless you love it.

Enjoy the small stuff: a good day's work, a big email sent, every deal closed.

Success is about stacking tiny wins.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on February 25th (48 hours away) to steal my homework: https://fos.now/OKBSyf

Success is stupidly simple.

Here are the 6 fundamentals that actually matter:

1. Work Hard

Not hustle porn. Not burnout culture. 

Real, focused work on things that move the needle.

Most people overestimate tactics and underestimate raw effort.

2. Hire Great People

Your network isn't just who you know. 

It's who you surround yourself with daily.

One world-class hire changes everything.

3. Have A Big Vision

Small goals create small actions. 

When your vision is massive, you make different decisions.

You think in decades, not quarters.

4. Do The Necessary Things Daily

Success isn't built in moments of inspiration. 

It's built in the boring repetition of fundamentals.

The daily grind nobody sees becomes the overnight success everyone celebrates.

5. Invest In Yourself

Your business can only grow as much as you do. 

Books, mentors, courses, therapy, fitness.

Every dollar invested in yourself returns 10x in your business.

6. Play The Long Game

Compound interest isn't just for money. 

Small improvements daily become massive advantages yearly.

What looks like overnight success is usually 10 years in the making.

We overcomplicate this game because complexity feels sophisticated.

But the founders who win? They master the basics while everyone else chases shortcuts.

Stop looking for the secret. There isn't one.

Just fundamentals executed relentlessly for years.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to execute these 6 fundamentals relentlessly and build lasting success?

Get the complete framework here: https://fos.now/lSAxBg

Success is Simple

Being surrounded by the right people is the best hack for ultimate growth.

Your circle determines your ceiling.

Everything shifted when I found mentors who were 10x my level.

Their "normal" became my new baseline.
Their problems became my new targets.
Their thinking became my new standard.

Environment is stronger than willpower.

Here are 6 ways to upgrade your circle today:

1. Join Communities of High-Performers

Seek environments where excellence is the minimum standard, not the exception.

I've found that when you're the least accomplished person in the room, your growth accelerates exponentially.

High-performance communities create natural accountability that no app or system can replicate.

2. Attend Events Where Your Heroes Gather

The magic rarely happens during the presentations, it's in the lobby conversations, the dinners after, the unexpected connections.

I met one of my most influential mentors not during his keynote, but while waiting for coffee at an event I almost didn't attend.

Proximity creates possibility.

3. Create Value Before Asking

The moment you shift from "what can I get?" to "what can I give?" everything changes.

I spent six months helping others in my industry before ever asking for anything in return.

This approach built a reservoir of goodwill that continues to overflow years later.

4. Share Your Work Publicly

Building in public isn't just about transparency, it's about signaling.

When you openly share your journey, values, and systems, you naturally attract aligned people while filtering out those who don't resonate.

My most valuable relationships began when someone reached out after seeing something I'd shared.

5. Be Genuinely Curious

Curiosity is the hidden superpower in relationship-building.

I've found that asking thoughtful questions and truly listening creates deeper connections than any amount of impressive talking.

People remember the person who made them feel understood, not the one who tried to sound intelligent.

6. Invest in Relationships

The relationships that transformed my business weren't built over a single coffee meeting, they developed through consistent investment over time.

I block time every week specifically for relationship nurturing, treating it with the same importance as any business-critical activity.

I've seen this play out over and over with founders in our community. When they upgrade their circle, their business transforms almost automatically.

Your network isn't just your net worth. It's your thinking, your standards, your opportunities, your energy, and ultimately, your future.

Who are you surrounding yourself with?

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on March 24th (7 days away) to steal my homework: https://fos.now/eIBmtB

Your Circle Determines Your Ceiling

The bottleneck in your business isn't strategy.

It's execution hygiene.

I see founders obsessing over the wrong things. New frameworks. 

Growth hacks. 

The latest tactics from some guru. 

But when I ask them basic questions about their business, they go silent.

"What's your cash runway?" Silence.
"What's your team's one metric?" Crickets.
"How does your culture operate when you're offline?" Blank stare.

You're not running your business. You're reacting to it.

Here are the 3 things I obsess over every single week:

1. Numbers

When you miss tracking cash runway, you're gambling. 

When someone on your team doesn't know their one metric, they're guessing. 

When your culture only exists in your head, it disappears the moment you're not in the room.

I know my cash position, bottlenecks, and who owns what metrics without looking them up. 

If I can't answer these in under 10 seconds, I'm babysitting my business, not leading it.

2. People

If my team doesn't have clear outcomes and KPIs, they can't win without me. 

That's not a team. That's expensive chaos.

My team operates with clarity, not consensus. 

Everyone knows their one number. Everyone owns their domain. 

When decisions happen in Slack instead of documented systems, you're building on quicksand.

3. Culture

If culture isn't documented and enforced, it's just vibes. 

The founders who scale cleanly don't have more talent. They have more rigor.

Their culture runs the business when they're offline. 

Mine does too. 

Not because I'm in every meeting, but because the systems are so clear that the business operates without me.

The gap between where you are and where you want to be isn't another framework.

It's discipline in the small things that compound into systems.

Stop guessing. Start building rigor into these three areas.

That's how you scale complexity into freedom.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to build execution hygiene around numbers, people, and culture?

Get the complete framework here: https://fos.now/VAgUOW

Business Owners Should Obsess Over 3 Things

7 life lessons people learn too late in life:

1. Never Let Rejection Lead To Self-Rejection

Rejection is a constant experience in life.

It becomes dangerous when rejection instills fear in your heart.

Fear of rejection destroys:

• Risk-taking
• Creativity
• Desire for exploration

Never let fear rule you.

2. Rediscover Your Inner Child

When was the last time you played in the snow?

The goal of life is to discover freedom.

Rediscover your inner child by doing the following:

• Make time for play
• Create space for stillness
• Surround yourself with people that bring you joy

3. Love Yourself

Society has made it popular to seek love from others.

It makes us forget that self-love is more important than:

• Our career
• Other peoples' opinions
• Others' wishes/moods

Love yourself first, and everything else falls in line.

4. The Achievement Will Never Be as Fulfilling as the Journey

It can often feel empty when you are hitting your goals.

The reason we set goals is for the journey they take us on:

• Your 30-day workout streak
• Your first revenue milestone

Life is a journey. Enjoy the trip.

5. Creativity Takes Hard Work

Creativity is:

• Instinctive
• Free-flowing

But it's also:

• Hard-earned
• Improved through practice

Get over the idea that there are "natural creatives."

You are creative.

"Creativity is intelligence having fun." - Einstein

6. Most People Don’t Do What They Love

90% of people work on things they hate.

Don't let others dictate your life.

• Do what is best for you
• Get clarity on your goals and dreams

Do what you love and the necessary opportunities will follow.

7. Own Your Responsibilities, Own Your Future

Never let your present be rooted in your past.

You will never be able to take control of your future.

Past actions are no longer your responsibility.

Only how you attack today matters.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to discover the exact framework that helps you systematically apply these life lessons and transform your approach?

Get the complete framework here: https://fos.now/HKAPLP

Things I'm doing at 36 to avoid regret when I'm 86:

1. Sip, Don't Gulp

Gently reminding myself that life is a marathon, not a sprint.

Patience in my 30s will help me avoid rash decisions and ensure I am optimizing for the life I want.

2. Investing in Personal Relationships

Building relationships with incredible people gives me energy, ambition, and happiness.

3. Prioritize Personal Health

I want to make sure I will have the energy and ability at 85 to keep pursuing my interests and passions.

4. Be Aware That I'm Breathing

Too often we never appreciate just living and what that truly means.

5. Read And Write Daily

They are the most nourishing forms of meditation and enable me to maintain a habit of continuous learning and curiosity.

6. Embrace The Journey

I want to build a lifestyle that enables me to value each step I take and build memories that I can look back on.

7. Never Conform to The Norm. 

I want to make decisions built to optimize my family in the future (city selection, homeschooling kids, etc.)

8. Dispel Hate

Hate is a pointless emotion that spreads rapidly.

9. Don't Fall Into The Trap of Constant Aimlessness

I don't want to watch TV aimlessly. 

This doesn't mean to value TV less. 

Value it more by being selective when you watch it and why.

10. Be Near Nature

I want to build on a plot of land. 

I want to plant trees, be near trees and fall in love with nature.

11. Stop Overworrying

I want to get rid of my habit of letting unrealistic scenarios dominate my brain.

12. Practice Yoga and Mindfulness

I want to have control over my mind and body in an era where technology's goal is to disrupt that.

13. Be Transparent With Myself

I want to let my thoughts flow and have a true conversation with my inner mind.

14. Build an Understanding of Philosophy

I want to understand fundamental human behaviour and broaden my perspective

15. Attain Economic Freedom

I want to build generational wealth and retire my parents. 

I want 3 generations of Gray's to have the freedom of time together.

16. Be Brave. 

I want to build a habit of believing in myself more, so by the time I am 85, I won't have missed anything I regret.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to see the complete system I use to design a life with zero regrets and optimize for what truly matters?

Get the complete framework here: https://fos.now/GIhpfA

I failed at business until I understood this: 
You’ll always be the bottleneck until you make yourself unnecessary. 

I used to work 16 hour days. 

It was ruining my health. My business plateaued, and I even lost friends.

Until a mentor helped install one simple system that changed my mindset and gave me 20+ hours / week back. 

I used to think more time working = more success. 

But this new system showed me the real formula for growth: 

Right work + Right Team = Freedom

Here’s the system I used to implement that formula and remove myself from operations in just 90 days. 

It seems overly simple, and almost no one does it. 
But if you follow these steps you’ll cut your work hours in half. 

#1 - Audit your time. 

The reason I couldn’t scale was because I didn’t know where my time was truly going. 

Bookkeeping, chasing payments, writing proposals – all things I THOUGHT I had to do myself. 

But you can’t fix what you can’t see. 
Getting clarity on where I was actually spending my time was the first step.

Break your day into 15-minute blocks. 
Track EVERYTHING. 

Do this for 2 months. Be relentless with it. 

When I did this it revealed that I spent 40% of my week on work that drained me. 

Even crazier - these were tasks that others could do at least 80% as well as I could. 

That’s where I started removing myself first.

#2 - Eliminate the unessential

This step gave me 15% of my time back instantaneously. 

If it doesn’t drive revenue or give you more energy → cut it. 

Low value meetings. 
Prospects who never convert. 
Tasks that don’t move the needle. 

Be ruthless. 

If you’re not sure what is essential – try unplugging everything from the wall and see what breaks. 

#3 - Automate anything that repeats

We live in a time where you can automate most things with the right tool. 

If you can imagine it – it probably already exists. 

Here’s the tools I use for posting, email followup, lead research, etc.:
- Hyperfury for X
- Chat GPT for strategy
- TextExpander for typing
- Claude for content ideas 

My team runs operations. I run the future. 

#3 - Delegate what drains you 

Anything you’re doing, someone else can do at least 80% as well. 
But they need the right systems to succeed. 

Give your team a single source of truth for how everything works in your business. 

Include loom videos that show your thinking process. Teach your team how your brain works. 

Yes, it will take time at first. But it will save you months of confusion and errors. 

Those 3 steps took me from 16-hour days, to a calm company that runs without me. 

This system works. I’ve used it for years. 

Try it for yourself and let’s win together. 

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to build a profitable personal brand that grows even when you’re not around?

Join my free live Workshop on March 24th (6 days away) to steal my homework: https://fos.now/BxPzpZ

How To Remove Yourself From Operations:

I used to be stressed out of my mind…

Now, I only work 4 hours a day and travel the world building my dream business. 

10 sentences that helped me 10x my productivity:

1. Your Future Is Built In Invisible Moments

The actions nobody sees today create the freedom everybody will envy. 

Spending 30 minutes daily building systems can save hundreds of hours down the line.

2. Be Consistent Long Enough To Look Talented

Everyone chases breakthroughs, but sustained success comes from showing up daily.

I've posted content daily for 3 years straight, through travel, illness, and burnout.

That consistency (not some magical skill) built my following to 2.8 M.

3. Boredom Is The Doorway To Mastery

Most people think that we should avoid boredom at all costs. 

I disagree. Some of my biggest business breakthroughs have come from: 

• Walking in Joshua Tree
• Biking through the Dolomites 
• Strolling through rice fields in Bali

Doing nothing is sometimes better than doing something.

4. If You're Overwhelmed, You're Doing Too Much Manually

Being busy means you haven't built systems to replace yourself. 

It means you're still trapped in the founder's prison you built.

The moment you feel overwhelmed, it's a signal to automate, delegate, or eliminate, not work harder.

5. Make Your Inputs Louder Than Your Insecurities

Your mind will always find reasons why you can't build the business you want.

Drown those voices with quality inputs: books, conversations with A-players, courses, and masterminds.

6. Execution Speed > Creative Perfection

Ideas are worthless. Execution is everything.

The best entrepreneurs ship FAST. 

Get feedback.

Iterate relentlessly.

I'd rather ship 10 imperfect projects than obsess over one "perfect" one that never sees the light of day.

7. Focus Is A Force Multiplier

Always think about ways of doing less: 

• Less work
• Fewer teams
• Fewer meetings
• Fewer product lines

Fewer things done well beat many things done poorly.

8. Great Brands Are Built On Brutal Clarity

Your messaging should be so clear that someone can explain your offer in one sentence.

If you make people “think” too hard about what you do, they'll move on to someone else.

9. Don’t Escape the Grind, Systematize It 

Your business will eventually ruin you unless you transform it into one that runs itself.

Every repetitive task in my business is documented, templated & assigned to the right person.

I don't need to escape my business because I've built it to run better without me.

10. Rest Is Strategy, Not Reward

Schedule time to completely unplug from your business.

“Distraction is not procrastination. Distraction is a strategy in service of the work.” — Rick Rubin.

Your best ideas often come when you step away.

__

Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more.

Want to learn how to turn these 10 sentences into daily systems that 10x productivity? 

Get the complete framework here: https://fos.now/hyrXlw

taplio

The Battle

Mark MacLeod

Matt Gray

Followers

Posts

Engagements

Likes

Performance ScoreMark MacLeod's LinkedIn Performance

Performance ScoreMatt Gray's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Mark MacLeod

Matt Gray

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Mark MacLeod's LinkedIn Performance

Performance ScoreMatt Gray's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreMark MacLeod's LinkedIn Performance