Success Advice
6 Common Traits That Hold Entrepreneurs Back
Entrepreneurs are a rare breed. While everyone else is content with playing it safe, we have an undying urge to forge our own path in life.
I’m a firm believer that the entrepreneurial calling is in our DNA. It’s something we’re born with.
That doesn’t mean that anyone can’t take the necessary steps to create a successful business. But it clearly comes more naturally to some of us than others.
However, life has a way of keeping things balanced.
Some of the most defining traits of entrepreneurs work for and against us.
The trick is figuring out how to leverage these traits when appropriate, and knowing when to ignore them when they are holding us back.
1. We’re dreamers
Entrepreneurs dare to dream bigger. The most powerful innovations known to man all started as a dream in someone’s mind.
I’ve always been an avid daydreamer myself. I spent more time creating imaginary businesses in my mind than I ever did listening to my teachers.
If you’re a fellow daydreamer (I have a feeling you are) then you know that feeling when the light bulb goes off and your mind starts racing. All of a sudden whatever you’re doing becomes irrelevant and you quickly grab a notepad to start frantically recording your notes.
We always have this fear that we’re going to miss out on our next big opportunity if we forget this current genius idea.
The problem with this trait is that dreams don’t come true without action. To be successful at anything you have to spend more time practicing and doing than you do thinking.
We enjoy dreaming. We feel comfortable dreaming. But when has success ever been prefaced by comfort?
You have always been a dreamer and you always will be; relax, you’re not going to run out of new ideas. Now is not the time for dreaming.
Now is the time to take action!
“I’m not much of a math and science guy. I spent most of my time in school daydreaming and managed to turn it into a living.” – George Lucas
2. We hate asking for help
It’s not that we don’t like asking for help, we just absolutely despise it. This desire to do things on our own is usually what drives us to start businesses in the first place.
Who needs a boss, receptionist, and accountant when we can do it all ourselves, right? Wrong.
Sure we develop a ton of great skills by not asking for help, but we are only human. As mere mortals we need help and lots of it.
Here are the three primary reasons that we need to ask for help:
- Avoiding burnout
- Ensuring things are handled properly
- Scaling our business
As much as you hate it, asking for help is a necessary evil. The good news is that it grows on you with time.
Speaking of time, how much of yours would you have saved by asking for help sooner?
3. We’re stubborn
Entrepreneurs are notoriously stubborn. That’s how we’re able to overcome obstacles that make others give up.
It’s not that I think I’m always right, I just prefer to do things my way. Sound familiar? The problem is, my way isn’t always the best way and yours might not be either.
How do we know when we are on the verge of a breakthrough or when we are being stubborn about the wrong things? Most of the time, we don’t. (Refer to number two)
Never be afraid to pivot. Successful businesses do it all the time.
Did you know that Twitter was originally a company called Odeo, a network where people could discover and subscribe to podcasts?
My point exactly. No one will look down on you if you pivot, as long as you follow through with something valuable.

4. We’re very particular
I’ve been accused of having OCD because of my attention to detail, but I prefer to call myself particular.
As entrepreneurs, we’re very particular about things. The details matter more to us than they do to others.
We want everything to be just right.
Steve Jobs was known for being extremely particular about the design of Apple products, often forcing his engineers to adhere to designs that weren’t even feasible at the time. Of course we all know how well that played out.
There’s a fine line between particular and nitpicky. You can come close to the line, you can even walk the line, but don’t ever cross that line. When entrepreneurs cross that line we turn into that micromanaging boss that we ourselves hate.
Even worse, this carries over into our personal lives. You know how many of my ex-girlfriends got annoyed with how particular I am? All of them.
Yes, the details matter, but don’t sweat the small stuff. It does more harm than good.
5. We are emotionally tied to our business
Our business isn’t just a company or a brand, it’s our baby. We gave it life, nurtured it, raised it, and we are incredibly proud to watch it grow. So naturally it’s difficult to not be emotionally attached to our business.
When I was building my first company in the oil industry, my mood was completely tied to my business. When profits were up, I had a kick in my step and a smile on my face. When a deal didn’t go through or I struggled to solve a problem, it felt like a cloud was lingering over me.
Being emotionally invested in our businesses is a good thing. It’s that passion that defines entrepreneurs. But you have to learn to keep it contained. Emotions cause us to make irrational decisions and they affect our productivity.
Once you can learn to keep those emotions in check, without putting out the flame, you’ll be in full control. If this is something you struggle with, look into the philosophy of Stoicism.
“You don’t learn to walk by following rules. You learn by doing, and by falling over.” –Richard Branson
6. We enjoy breaking the rules
If we followed all the rules we wouldn’t be good entrepreneurs. True visionaries know how to change the game by breaking the old rules and creating new ones.
There’s a special satisfaction that comes from breaking the rules and not only getting away with it, but being rewarded for it. But there’s a problem with indulging in this trait too much.
You either break too many rules or you break the wrong rules. Most people who get busted for white-collar crimes didn’t start out with criminal aspirations. I’d estimate that most of them once believed they’d never break the law, other than minor traffic offenses.
What happens is they get away with something small, so they decide to take it a little further. As long as they get away with it and they are rewarded for it, they keep pushing the limit even further. Before long it feels normal and they forget they’re even doing something wrong.
Don’t let yourself get caught up in that cycle. White-collar thieves, sleazy scammers, and frauds usually start out as well-meaning entrepreneurs.
Break the rules, yes, but don’t break the law and don’t ever compromise your principles.
Life
9 Harsh Truths Every Young Man Must Face to Succeed in the Modern World
Before chasing success, every young man needs to face these 9 brutal realities shaping masculinity in the modern world.
Many young men today quietly battle depression, loneliness, and a sense of confusion about who they’re meant to be.
Some blame the lack of deep friendships or romantic relationships. Others feel lost in a digital world that often labels traditional masculinity as “toxic.”
But the truth is this: becoming a man in the modern age takes more than just surviving. It takes resilience, direction, and a willingness to grow even when no one’s watching.
Success doesn’t arrive by accident or luck. It’s built on discipline, sacrifice, and consistency.
Here are 9 harsh truths every young man should know if he wants to thrive, not just survive, in the digital age.
1. Never Use Your Illness as an Excuse
As Dr. Jordan B. Peterson often says, successful people don’t complain; they act.
Your illness, hardship, or struggle shouldn’t define your limits; it should define your motivation. Rest when you must, but always get back up and keep building your dreams. Motivation doesn’t appear magically. It comes after you take action.
Here are five key lessons I’ve learned from Dr. Peterson:
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Learn to write clearly; clarity of thought makes you dangerous.
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Read quality literature in your free time.
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Nurture a strong relationship with your family.
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Share your ideas publicly; your voice matters.
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Become a “monster”, powerful, but disciplined enough to control it.
The best leaders and thinkers are grounded. They welcome criticism, adapt quickly, and keep moving forward no matter what.
2. You Can’t Please Everyone And That’s Okay
You don’t need a crowd of people to feel fulfilled. You need a few friends who genuinely accept you for who you are.
If your circle doesn’t bring out your best, it’s okay to walk away. Solitude can be a powerful teacher. It gives you space to understand what you truly want from life. Remember, successful men aren’t people-pleasers; they’re purpose-driven.
3. You Can Control the Process, Not the Outcome
Especially in creative work, writing, business, or content creation, you control effort, not results.
You might publish two articles a day, but you can’t dictate which one will go viral. Focus on mastery, not metrics. Many great writers toiled for years in obscurity before anyone noticed them. Rejection, criticism, and indifference are all part of the path.
The best creators focus on storytelling, not applause.
4. Rejection Is Never Personal
Rejection doesn’t mean you’re unworthy. It simply means your offer, idea, or timing didn’t align.
Every successful person has faced rejection repeatedly. What separates them is persistence and perspective. They see rejection as feedback, not failure. The faster you learn that truth, the faster you’ll grow.
5. Women Value Comfort and Security
Understanding women requires maturity and empathy.
Through books, lectures, and personal growth, I’ve learned that most women desire a man who is grounded, intelligent, confident, emotionally stable, and consistent. Some want humor, others intellect, but nearly all want to feel safe and supported.
Instead of chasing attention, work on self-improvement. Build competence and confidence, and the rest will follow naturally.
6. There’s No Such Thing as Failure, Only Lessons
A powerful lesson from Neuro-Linguistic Programming: failure only exists when you stop trying.
Every mistake brings data. Every setback builds wisdom. The most successful men aren’t fearless. They’ve simply learned to act despite fear.
Be proud of your scars. They’re proof you were brave enough to try.
7. Public Speaking Is an Art Form
Public speaking is one of the most valuable and underrated skills a man can master.
It’s not about perfection; it’s about connection. The best speakers tell stories, inspire confidence, and make people feel seen. They research deeply, speak honestly, and practice relentlessly.
If you can speak well, you can lead, sell, teach, and inspire. Start small, practice at work, in class, or even in front of a mirror, and watch your confidence skyrocket.
8. Teaching Is Leadership in Disguise
Great teachers are not just knowledgeable. They’re brave, compassionate, and disciplined.
Teaching forces you to articulate what you know, and in doing so, you master it at a deeper level. Whether you’re mentoring a peer, leading a team, or sharing insights online, teaching refines your purpose.
Lifelong learners become lifelong leaders.
9. Study Human Nature to Achieve Your Dreams
One of the toughest lessons to accept: most people are self-interested.
That’s not cynicism, it’s human nature. Understanding this helps you navigate relationships, business, and communication more effectively.
Everyone has a darker side, but successful people learn to channel theirs productively into discipline, creativity, and drive.
Psychology isn’t just theory; it’s a toolkit. Learn how people think, act, and decide, and you’ll know how to lead them, influence them, and even understand yourself better.
Final Thoughts
The digital age offers endless opportunities, but only to those who are willing to take responsibility, confront discomfort, and keep improving.
Becoming a man today means embracing the hard truths most avoid.
Because at the end of the day, success isn’t about luck. It’s about who you become when life tests you the most.
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