Entrepreneurs
The Biggest Lie When It Comes to Scaling Your Business
There’s a powerful, short paragraph in Rolling Stone’s recent profile of Elon Musk that resonated deeply for me: “Going to sleep alone kills me. Being in a big empty house, and the footsteps echoing through the hallway, no one there – and no one on the pillow next to you. How do you make yourself happy in a situation like that?”
Like the scene in Wizard of Oz when the curtain is pulled back and the all-powerful wizard is revealed to be a frail, old man, these 44 words reveals the essential lie at the heart of Elon’s brand of entrepreneurship: that you cannot have it all.
Below, we will look at what you should always focus on even during the challenging part of scaling your business:
The (Obvious) Key to Happiness
Just about every major study has shown that the #1 contributor to happiness is our relationships. This shouldn’t come as a surprise, yet it’s shocking how easy it is for most people to forget that relationships, like plants, take nurturing in order to thrive and grow.
Musk’s work ethic has achieved legendary status – 100-hour work-weeks are his norm. Think about that. That’s 14+ hours a day, 7 days a week. Allowing 6-7 hours/day for sleep, and 2-3 hours/day for things like showers, commuting and eating. That leaves maybe an hour a day for spending quality time with the people in our lives or pursuing other passions.
Musk is held up as a role model because he’s been able to achieve financial success, massive impact, and perhaps most alluringly, fame. It’s a perfectly acceptable model – we need more people solving the world’s biggest problems – as long as you understand the cost.
Yet most people believe they can have it all ranging from massive impact, fame, a loving family, friends, travel, and adventure. This is not the truth, and it’s something I bought into for many years.
“People may spend their whole lives climbing the ladder of success only to find, once they reach the top, that the ladder is leaning against the wrong wall.” – Thomas Merton
Believing The Myth
I’m the father of 3 young kids and married to the love of my life. Like most fathers and husbands, I said (and believed) my wife and kids mean the world to me, but my actions belied my words.
For years I poured myself into my businesses. I brought on investors to my adventure travel company, and we expanded into new regions all over the world. Last year, I launched a program that would see us scale into every country on Earth by 2021. I launched new projects and businesses every few months.
I wanted the awards. I wanted the magazine covers. I wanted to speak on stages around the world. I believed the myth. I believed these things would make me happy, and with each passing month, my relationships with my wife and kids – and the other important people in my life – became more strained.
Some Things Don’t Scale
From the networks I belong to, and events I attend, I’m connected to many successful entrepreneurs, some running $100MM+ companies. In these circles, scale is unquestioned: scale is what entrepreneurs do, and the faster we can scale, the better.
Yet, the most important things don’t scale easily. As almost any entrepreneur can attest, revenue and profit often scale very differently, and fast revenue growth can – and often does bring profit down. It’s put a lot of companies out of business. That same growth creates crises and challenges that are messy, stressful, and not easy to solve.
I’ve asked dozens of my friends if they’re happier running their businesses now than when they were much smaller. 90% of the time, the answer is a begrudging no. Their businesses aren’t as fun to run. They’re working harder than ever. They’re spending less time with loved ones and doing the things they love.
What’s driving this push for scale?
Almost always, it’s a hungry ego at the wheel. It’s a quest for significance and a need for validation.I recognize this because it’s the trap that I fell into. About 8 months ago, I read Ryan Holiday’s excellent book, Ego is the Enemy. I began to see how so much of what I was chasing was driven by my insatiable ego.
Since then, I’ve been on a quest to better understand and work with my ego. The goal is not to remove or ignore my ego, but to acknowledge it and work with it in healthy ways, rather than be controlled by it.
When I finally decided to stop feeding my ego, it was like lifting a huge weight from my shoulders. I no longer chase the vanity things I once chased, and I’ve been way happier as a result. I’ve designed my life to be less in service of ego and more in service of others.
I got rid of our office and made my team fully remote (and used many of the tips in this article as a guideline) so that I could work from home and spend more time with my wife and kids. I scaled back my main business so that we could focus on profit instead of revenue and work less. I carved out time in my schedule to connect with friends and the people I want to connect with.
My relationship with my wife has never been better. I’m spending more time with my kids, and when I do, I’m much more present. I’m spending time deepening my existing relationships and fostering many new ones. I’m a much happier person, and my company is more profitable (albeit smaller).
“At the end of the day, I just want to sit with someone I love and chat about what matters and even what doesn’t.” – Crystal Woods
Scale is great, but…
I don’t want to totally write off or demonize scale. You can achieve incredible things at scale that you can’t when you’re a small company. Pursuing massive scale is perfectly acceptable and worthwhile, as long as:
a) you’re aware of the price that you’ll need to pay and are willing to pay it.
b) you’ve reflected deeply on the true motivations behind the goals you’re chasing.
Understand the price you’ll need to pay, exactly why you’re chasing massive scale, and you’re far less likely to achieve the wrong kind of success. You’ll be much happier along the way.
A friend recently posted the following words on his Facebook wall, after learning that his mom’s heart was only operating at 60% and he could be facing his last Christmas with her.
“She’s been through hell and I busted my ass every day to become something so I could provide for everyone around me. So I could give back and I finally “made it.” But money can’t buy a new heart, it can’t buy a couple more years, a couple more smiles, a couple more holidays, a couple more memories.”
Make sure your ladder of success is leaning against the right wall.
How do you make sure your priorities are in line while focusing on your career aspirations? Let us know by commenting below!
Entrepreneurs
The Silent Killer of Entrepreneurial Dreams (And How to Make Sure It Never Takes Yours Down)
You started with fire in your belly. The vision was crystal clear. But somewhere along the way the doubts crept in. The “what if I’m wrong” thoughts. The comparison to everyone else’s highlight reel. The quiet voice that says maybe you should just play it safe and get a real job.
That voice is the silent killer. Not cash flow problems. Not bad hires. Not even market shifts. It’s self-doubt that quietly talks most entrepreneurs out of their biggest breakthroughs.
I’ve been in rooms with founders who’ve raised millions and still battle it daily. The difference between those who push through and those who fold isn’t talent or luck. It’s how they handle the internal noise.
The game-changer is learning to treat doubt as a signal, not a stop sign.
Every time that voice gets loud, it usually means you’re on the edge of something important. Growth lives right outside your comfort zone. The entrepreneurs who scale don’t silence the doubt—they thank it for showing up and then take the next step anyway.
Here’s how to make that practical.
Keep a “proof file.”
Every win, every positive customer note, every metric that moved in the right direction. When doubt hits, open it. Evidence beats emotion every single time. Most founders are terrible at remembering their own wins. They move the goalpost so fast that yesterday’s victory feels ordinary by today. A simple document or folder where you collect proof changes the internal conversation. It becomes harder to believe the doubt when you have a running list of times you were wrong about your own limits.
Surround yourself with people who are playing a bigger game.
Isolation breeds doubt. A strong peer group normalizes the struggle and reminds you you’re not crazy. The entrepreneurial path is full of invisible landmines. Having people who’ve stepped on a few of them—and lived to tell the tale… makes the journey feel less lonely and more possible. Find masterminds, find mentors, find founders a few steps ahead of you who are willing to be honest about the hard parts.
Reframe failure as data.
Every setback is just information about what to do differently next time. The fastest learners treat mistakes like tuition, not tragedy. This doesn’t mean you celebrate failure or become reckless. It means you extract the lesson quickly and move forward without carrying the emotional weight longer than necessary. The founders who win long-term are the ones who fail fast, learn faster, and keep their identity separate from any single outcome.
Get brutally clear on your “why.”
Not the surface-level money or freedom story. The deep one that still lights you up even when the work sucks. Reconnect with it daily. When doubt shows up, it’s often because you’ve lost sight of the deeper reason you started. Spend time with that reason. Write it down. Say it out loud. Let it remind you that the discomfort is temporary and the mission is bigger than the fear.
And finally, give yourself permission to be in process.
Most entrepreneurs compare their chapter one to someone else’s chapter ten. They see the polished results and forget the messy middle that every successful founder had to walk through. Your story isn’t over. It’s not even close. The doubt you feel today might be the exact thing that forces you to get clearer, stronger, and more intentional than you’ve ever been.
The path of entrepreneurship was never meant to feel safe. That’s the whole point. It forces you to become the kind of person who can handle bigger problems and bigger wins. Doubt will show up. It always does. But it doesn’t get to drive.
You do.
Entrepreneurs
The One Brutal Mistake That Keeps Most Entrepreneurs Stuck at Six Figures (And the Fix That Unlocks Seven)
You built something real. Customers are coming in. Revenue is growing. But no matter how hard you grind, it feels like you’re hitting an invisible ceiling. The business owns you more than you own it, and scaling feels like a distant dream instead of the next logical step.
I’ve seen it destroy too many sharp founders. They’re doing everything “right”—working longer hours, chasing every opportunity, saying yes to every client. And yet the growth stalls while their stress skyrockets.
The mistake isn’t effort. It’s identity.
Most entrepreneurs still see themselves as the indispensable hero who has to touch every single part of the business. They built it with their own hands, so they believe only they can run it at the highest level. That belief is exactly what caps them at six figures.
The shift that changes everything is deciding you are now the leader of a system, not the worker inside it.
You stop being the best operator and start becoming the best owner. That means ruthlessly auditing where your time is spent and handing off everything that doesn’t move the needle on growth. Yes, it feels scary. Yes, it feels like you’re losing control. But the entrepreneurs who break through are the ones who trust the process more than their ego.
Here’s what that actually looks like in practice.
First, identify your $10,000-an-hour activities
The ones only you can do that truly grow the company. Everything else gets documented, delegated, or deleted. Most founders I know are shocked when they finally track their time for two weeks straight. They discover they’re spending 60-70% of their week on things that could be handled by someone else at a fraction of the cost. The ego loves to whisper that “no one can do it as well as me.” That voice is expensive. It costs you leverage, it costs you time with your family, and it costs you the mental bandwidth to actually think strategically about the future of the business.
Second, build repeatable systems for the rest.
Not fancy software. Simple checklists, processes, and people who own outcomes. Your team stops waiting for your approval on every little thing. This is where most entrepreneurs get stuck—they hire help but never actually transfer ownership. They create bottlenecks because every decision still funnels back to them. The fix is to document the process once, train someone thoroughly, then step back and let them own it. Yes, there will be mistakes in the beginning. That’s the cost of building something that can eventually run without you. Every mistake becomes a better system.
Third, measure what matters.
Revenue per employee. Customer acquisition cost. Lifetime value. Stop celebrating busywork and start obsessing over leverage. I’ve watched founders go from celebrating “we’re so busy” to celebrating “we added three new team members and revenue per person went up 40%.” That’s the shift. When you start measuring the right things, your decisions change. You stop hiring to offload tasks and start hiring to multiply output.
The hard truth is that most entrepreneurs never make this transition.
They stay the bottleneck in their own business. They become the ceiling. And the business grows to the exact size that one person can manage with heroic effort… then it plateaus. The ones who break through are willing to feel uncomfortable for a season so they can build something that actually scales.
You didn’t start this journey to trade one boss for another… especially when that boss is you. Let go of the need to be the smartest person in every room. Your job now is to build something bigger than yourself. The ceiling isn’t real. It’s just the point where your old identity stops serving you. The question is whether you’re willing to let that old version of you die so a new one can lead.
Business
Scaling a Business? Here’s What Usually Goes Wrong
Before you hire, expand, or chase bigger revenue, here’s what every founder needs to fix to scale without losing control, culture, or quality.
Growing a business is the dream. But scaling one? Honestly, that is a completely different reality. (more…)
Business
Why Most Financial Plans Fall Apart (And How to Fix It)
Most financial plans fail due to poor risk management, lack of strategy, and emotional decisions – here’s how structured advisory keeps you on track.
Advisory services are redefined into a mandate for individuals and corporates seeking enhanced financial planning capabilities. (more…)
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