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Rising to the Top: The Traits Every Entrepreneurial Leader Shares

Entrepreneurial leadership is more of idea generation and implementation, unlike conventional leadership

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Entrepreneurial leadership is nothing new to humankind.  It has been existing since time immemorial and will exist as long as human civilizations exist.  Human evolution from the Stone Age to the space age is due to constant innovation and the current progress in technology would not have been possible without entrepreneurial leadership.

Entrepreneurial leadership is neither leadership nor entrepreneurship alone.  It is a blend of both disciplines and taking the best of both worlds and disciplines to take forward an idea from inception to reality.  This kind of leader is rarely found and they can easily stand out from the pack.

Entrepreneurial leadership is more of idea generation and implementation, unlike conventional leadership which looks at merely influencing, setting direction, and motivating people to achieve organizational objectives.  

It is all about having a vision, setting goals, influencing people with their ideas, building successful teams, motivating them to pursue and stick to the set goals, and aligning their energies and efforts for achieving entrepreneurial goals and objectives.  

It involves treading unfamiliar areas, product differentiation, uncertainty, risk reduction, participative decision-making, and charting unconventional paths in the entrepreneurial journey.  

It requires passion and vision followed by mission and execution.

“Before you are a leader, success is all about growing yourself. When you become a leader, success is all about growing others.” -Jack Welch

These leaders possess initiative, innovation for new products, the ability to take risks, commitment, and tenacity to bounce back from failures.  They have an extraordinary edge to push ahead with grit determination, patience, and perseverance. 

They are highly passionate and light fire in the bellies of their people.  They crave risk, uncertainty, and complexity.  

Succinctly, entrepreneurial leaders are experts at spotting opportunities, developing strategies, acquiring requisite resources, and implementing plans effectively.  

They are blessed with creativity which is the most cognitive skill for any entrepreneur and leadership which is the most critical personality skill. 

Entrepreneurial leaders have competencies in both leadership and entrepreneurship.  An individual might succeed as an entrepreneur but fail as a leader or vice versa.  

It is like a great sportsperson might not become a great coach, not the other way around.  Being good at both areas is often an exception. 

Entrepreneurial leaders are achievement-oriented, highly energetic, and enthusiastic.  They are creative and follow their heart rather than their head.   At times, they are emotional and appear eccentric. They are workaholics and are bullish about the future and highly optimistic.  

Here are some ingredients: 

  • They are visionaries and know clearly where they are going with their eyes set on the bull’s eye.
  • They have entrepreneurial, leadership, and managerial skills for delivering effective results.
  • They convert threats into opportunities, minimize weaknesses, and maximize strengths.
  • They are unique and they alone clearly see their vision and they know the art of articulating their vision successfully.  Besides, they know the knack for marshaling their resources towards their goals successfully.
  • They know how to change the world they want rather than changing themselves to the world.
  • They keep their antennae up all the time to listen and appreciate others’ ideas, insights, and viewpoints.
  • They break out from one orbit to the next higher orbit constantly.
  • They have high gut feelings and go by both head and heart.  They are smart at decision-making.
  • They have both business and social acumen. 
  • They have innovative ideas to experiment with.
  • They are risk assessors and risk takers.  
  • Above all, they are open to listening and learning.  

To excel as an entrepreneurial leader you must possess the mindset of an entrepreneur and leader.  You need to be ideas-oriented, visionary, and persistent and be good at both conceptual and soft skills.  

Here are a few tips that help you excel as an entrepreneurial leader:

  1. Put the right people in the right place for optimum results.
  2. Keep multiple plans like Plan A, Plan B, Plan C, and Plan D ready.  It can bail you out in case of eventuality.
  3. Be assertive rather than being too soft or too firm. 
  4. Behave like a good parent by caring, correcting, and handholding people whenever they fail and fall.
  5. Learn from your failures quickly and move forward with takeaways. 
  6. Don’t fight, but fight.

Entrepreneurial leadership can be taught in classrooms to some extent. Entrepreneurial leadership education helps set the direction for people.  It can provide various tools and techniques to excel as successful entrepreneurial leaders.  

It minimizes the mistakes that these leaders make due to lack of experience and exposure.  

It enhances the challenges involved in the entrepreneurial leadership journey by emphasizing the possible obstacles and barriers and making the learners proactive. 

However, traits like risk-taking and business acumen cannot be taught in classrooms.  However, focusing on such things through case study discussion enhances awareness and helps in honing these skills.  

Precisely, entrepreneurial leadership is more of a skill rather than a talent where people can learn in traditional classrooms about this concept to some extent and can practice the rest in a real corporate environment.  

Professor M.S. Rao, Ph.D., is recognized as a prominent philosopher of the 21st century and a pioneer of the 'Soft Leadership' conceptual framework. He is an internationally acclaimed authority on leadership with a career that spans forty-five years across various sectors, including military service. He has authored fifty-five books, including the best-selling title, "See the Light in You." He serves as a columnist and author-at-large for Entrepreneur magazine. An avid lover of words and quotes, he has published over 300 papers and articles in prestigious international journals, such as Leader to Leader, Thunderbird International Business Review, Strategic HR Review, Development and Learning in Organisations, Industrial and Commercial Training, On the Horizon, and Entrepreneur.

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Entrepreneurs

How Lucy Guo Built a Billion-Dollar Tech Empire By Breaking All the Rules

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Image Credit: Addicted2success

At an age when most people are just trying to figure out their career path, Lucy Guo unseated Taylor Swift as the world’s youngest self-made female billionaire.

She co-founded Scale AI (recently valued at a staggering $25 billion), launched the creator monetization platform Passes, and became a relentless angel investor with a portfolio of over 100 companies. But her path wasn’t paved with perfect grades and safe corporate ladders. It was paved with rebellion.

Guo got suspended in kindergarten for telling the teacher the curriculum was dumb. She dropped out of Carnegie Mellon University with only four classes left to graduate. She walked away from millions of dollars in unvested equity at Snapchat. Every time society told her to play it safe, she did the exact opposite.

If you want to scale a massive business and operate at the top 1% of the tech world, here is the unfiltered playbook from one of the most prolific founders of our generation.

1. Optimize for Learning Over Stability

Most people make career decisions based on risk and salary. Guo makes decisions based on a single metric: Am I maximizing my learning?

When she was a year away from graduating with a computer science degree from Carnegie Mellon, she realized she was learning more practical skills at weekend hackathons than in the classroom. So, she dropped out to dive headfirst into the startup world. Everyone—her parents, her friends, even strangers—called her an idiot.

Later, she walked away from a highly lucrative position at Snapchat to build her own company. To the outside world, these look like massive, irresponsible risks. To Guo, the math was simple: if a decision guarantees you will acquire highly valuable new knowledge, it is not a risk. Your knowledge will always be worth money.

2. The “Three-Task” Founder Routine

It is incredibly easy for founders to get distracted by busywork. Guo subscribes to the famous Y Combinator philosophy that a founder should only be doing three things:

  1. Working out

  2. Talking to customers

  3. Building the product

Her daily routine is brutally efficient. She wakes up at 5:30 AM, rolls out of bed, and immediately goes to a grueling fitness class. She bought her house specifically because it was a 5-minute walk from the gym and a 5-minute walk from the office, entirely eliminating her commute.

By refusing to sit still—cutting out TikTok scrolling, TV, and aimless internet browsing—she funnels all of her energy into execution. Working out tests your discipline; if you can force yourself to train when you feel terrible, you will have the energy to dominate your industry for the rest of the day.

3. Ship at 90% (The Innovation Rule)

When Guo worked at Snapchat, she learned a massive lesson from CEO Evan Spiegel about product development: stop agonizing over user research and just get the product into the wild.

If you spend three years going back and forth on a design trying to make it perfect, you will lose. The market moves too fast, and frankly, consumers rarely know what they actually want until they can touch it.

The rule is simple: Get it to 90% and ship it. Spend two weeks designing it, launch it, and see if it gets traction. People will eagerly use a buggy product with a terrible user interface if it actually solves their problem. If it gets traction, double down and fix the bugs. If it falls flat, you only wasted two weeks instead of two years.

4. Never Outgrow the “Grunt Work”

As companies scale, many founders retreat to their corner offices and stop doing Individual Contributor (IC) work. Guo believes this is a fatal leadership flaw.

You cannot effectively judge your team’s performance if you refuse to do the job yourself. When Scale AI landed a massive new pilot customer, Guo didn’t just delegate the work—she sat in the war room alongside her engineers, manually labeling data to ensure it was perfect. If a creator finds a bug at 2:00 AM on Passes, she and her team are awake fixing it.

As a leader, nothing is below you. If you aren’t willing to jump into the trenches and handle customer support tickets yourself, you have no right to critique how your reps are handling them.

5. Hire for Grit Over Pure Genius

When building a team, pure intelligence is heavily overrated if it isn’t backed by relentless hard work.

You can hire the smartest engineer on the planet, but if they refuse to put in the effort when things get difficult, they will have zero impact on the company. Guo explicitly hires for grit. Startup culture requires a 24/7 mentality. You don’t necessarily have to work every weekend, but when the building is on fire, the team needs to know you will show up and grab a bucket.

6. Stop Complaining and Start Cheerleading

When asked what advice she would give her 20-year-old self, Guo’s answer had nothing to do with code, venture capital, or marketing.

“I would stop complaining about some of the people I work with and just start really getting to know them better and uplifting them.”

Toxic, gossipy work environments drive away top talent. The most profitable and innovative companies are built in positive environments where the leader acts as the ultimate cheerleader.

Surround yourself with wildly positive people, focus intensely on the upside, and relentlessly uplift the people building your vision. When you protect your energy and support your team, the financial success becomes a natural byproduct.

Here’s a great interview with Lucy Guo:

 

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Peak Performance Psychology: Secrets from the Real-Life “Wendy Rhoades”

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If you have watched the hit TV show Billions, you know the character Dr. Wendy Rhoades. She is the brilliant in-house performance psychologist who helps ultra-wealthy hedge fund managers and cutthroat founders unlock extreme performance, navigate crises, and destroy their mental blocks.

But Wendy Rhoades isn’t just a fictional character trope. The Wall Street Journal recently compared the fictional Wendy to a very real person: Dr. Julie Gurner.

Dr. Gurner is one of the most sought-after executive performance coaches in the country. With a background in adult psychopathology and forensics—including a stint working in a Supermax prison—she now spends her days in the trenches with CEOs, billionaire founders, and elite operators. She helps the top 0.01% reach the next level psychologically.

In a recent interview, Dr. Gurner shared the exact traits, mindsets, and peak performance psychology strategies that separate the ultra-successful from everyone else. Here is how you can apply them to your own life.

1. The Defining Trait of the Top 0.01%: Audacity

When looking at the ultra-successful, one trait stands out above the rest: Audacity.

Audacity is the refusal to follow the “imaginary rules” that govern most people’s lives. Society teaches us certain boundaries: you cannot apply for that job unless you have exactly five years of experience, a small startup cannot pitch a major bank, or you do not belong in certain rooms because of your background.

According to Dr. Gurner, the top 0.01% operate with an almost complete unawareness of these artificial limits.

“They don’t follow the rules that everyone else seems to follow that are actually very artificial,” Gurner explains. “That audacity to go for these larger things… is really how they skip steps that everyone else is still trudging through. We’re all going on the crowded path, and they just find this little dirt road to get to outcomes we are eight years away from.”

How to Apply It: Adopt the disposition of “What if it goes right?” instead of “What if it goes wrong?” We chronically overestimate the true risk of failure. In reality, most failures are temporary and quickly forgotten by the public. Take the side path. Shoot the uncomfortably large shot.

2. The Repetitive Reflex: Stop Trying to Fix Your Weaknesses

There is a common misconception (the halo effect) that high performers are exceptional at everything. In reality, they are usually only great at one or two things—but they lean into those strengths relentlessly.

Dr. Gurner points to Elon Musk as a public example. Musk is a visionary company builder and resource gatherer, but he famously relies on operators like Gwynne Shotwell at SpaceX to handle the granular day-to-day operations, NASA contracts, and internal management.

“If you start as above-average on something and put force behind it, the separation between you and everyone else is dramatic,” Gurner notes. “But if you focus all your time on the things you are below average at, maybe you’ll bring them up to average. That’s not where you get escape velocity.”

How to Apply It: Identify your unique, outlier strengths. Double down on them. Stop judging yourself for the things you are bad at, and either delegate them, outsource them, or partner with someone who thrives in those areas (the “spreadsheet person”).

3. Stop Suppressing Negative Emotion: Use It as Fuel

The modern wellness world is currently obsessed with stoicism—the idea that you should remain perfectly tempered, suppress extreme emotions, and remain unaffected by the world.

Dr. Gurner pushes back hard against this, arguing that suppressing intense emotion is a massive waste of energy.

“If you have anger or rage, why would you suppress that?” she asks. “You are killing a source of energy that you could channel into something absolutely phenomenal. There are so many wonderful companies and careers built on spite, anger, and ‘I’m going to show you’ energy.”

Humans are meant to experience a full spectrum of emotions. If you have been wronged, you can choose to let that anger destroy you, or you can use it to work 80-hour weeks, build an empire, and make your life phenomenal.

How to Apply It: Do not let negative emotions turn you into a toxic person to those around you, but absolutely use the internal fire of a perceived slight or past failure to fuel your daily actions.

4. Be Quirky, Not Humble

If you want to reach the highest levels of success, “be humble” is often terrible advice.

Humility is frequently confused with modesty or self-deprecation. If you constantly devalue your contributions, the people who desperately need your specific skills will never find you. Knowing what you are great at, and proudly sharing it with the world, does not make you arrogant—it makes you useful.

Furthermore, do not sand down your edges to fit into a corporate mold.

“Everyone is pushing toward conformity, and it is the wrong path,” Gurner says. “If you push to fit in with everyone else, and then you’re mad that your outcomes aren’t different, there’s a reason for that. We remember people because of their quirks.”

How to Apply It: Own what you are great at loudly. Lean into your strange hobbies and unique personality traits. The friction of your “weirdness” is exactly what makes you memorable and separates you from the conformist pack.

5. Reframe Obstacles as Challenges

At the end of the day, Dr. Gurner says her main job as a psychologist is simply to help high-achievers get out of their own way. We all know what the optimal decisions in our lives are, but we invent excuses and barriers to avoid doing the hard work.

The simplest, most scalable tool to fix this is reframing.

“How you frame everything is how you approach it,” Gurner explains. “When you see an obstacle or a problem, reframe it into a challenge. Think, ‘How could I productively think about this that is equally true?’ We get so tunneled in that we don’t see other ways of thinking about the same challenge that could get us amped up to tackle it.”

The Bottom Line: Don’t Ignore the Haunting Agitation

Many people walk around with “haunting agitation”—a nagging voice whispering that they could be doing more, living bigger, and fulfilling a dream they abandoned long ago.

Do not let that whisper become a scream of regret later in life.

The difference between those who achieve outlier success and those who don’t is simply a willingness to make sacrifices. Map out the life you want, figure out exactly what it costs (both financially and in terms of effort), and have the audacity to go get it.

Checkout this incredible interview with Dr Julie Gurner

 

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Entrepreneurs

How to Scale Your Business Like a Billion-Dollar CEO: Lessons from Sharran Srivatsaa

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Image Credit: Addicted2success

The following article is synthesized from a powerhouse interview with Sharran Srivatsaa, CEO of Acquisition.com (alongside Alex and Leila Hormozi), who has scaled two companies to over $8 billion and achieved five massive exits.

Most of us are taught that the way to make more money is to do more things. Add a service. Open a new channel. Launch the second product. It feels productive. It’s usually the opposite.

Sharran Srivatsaa has built two companies past the billion-dollar mark and walked away from five exits, and he’s now CEO of Acquisition.com alongside Alex and Leila Hormozi. His take is blunt: to do great things, you have to do fewer things.

He has a name for why smart founders get this wrong. He calls it the curse of capability. Because you’re sharp and you can handle complexity, you accidentally build a complex business. You become the only one who understands how it all fits together. Meanwhile the investors who actually write checks are looking for the opposite. They want the “lazy” founder, the one who built something simple and repeatable that prints money without needing a genius babysitting it every day.

Here’s how he says you get there.

1. Get your 1-1-1 working before anything else

Before you try to be everywhere, look at your business as three things. Traffic, which is how you fill the funnel. Systems, which is how you turn those leads into cash. And skills, which is how you actually deliver the thing.

Most people break their business by adding to all three at once. Sharran’s fix is the 1-1-1: one traffic source, one way to convert, one way to deliver.

Pick a single channel to get leads, whether that’s paid ads or SEO or cold email. Pick one mechanism to close them, like a one-on-one call. And fulfill the work in one standardized way. That’s it. He says a clean 1-1-1 pipeline can realistically carry a business to around $300k pretty fast.

The discipline is in what you don’t do. No second traffic source, no new product line, nothing until the first pipeline is genuinely bulletproof.

2. Build it to sell, even if you’ll never sell it

There’s a difference between a successful business and a sellable one, and it’s easy to miss. A successful business can lean entirely on you. A sellable one runs fine when you’re gone.

Sharran’s advice is to build it as if you’re selling tomorrow, even if your plan is to run it forever. And he’s got a clever way to figure out what to build next.

Find three to five companies that might one day buy you. Package up your numbers and quietly “soft shop” the business to them. Whatever valuation they throw out, say $50 million, ask them the real question: what would it take to make this worth $75 million? They’ll hand you a list. Missing systems, unproven markets, gaps in the team.

That list is your business plan for the year. Instead of guessing what the market wants, you let the people who’d actually pay for it tell you straight.

3. No memo, no meeting

When a company’s small, you can run it on Slack messages and whoever’s loudest in the room. That stops scaling pretty quickly. Things get misheard, decisions get made on vibes, and meetings multiply.

Sharran pushes a “write a memo” culture instead. Before any big decision or exec meeting, somebody writes it up first. And a good memo has four parts: the story so far, so anyone reading has context; the actual issue you’re solving; the risk, meaning what breaks or what it costs if you go ahead; and the recommendation with clear next steps.

The rule is simple. No memo, no meeting. It sounds rigid but it does two things. It forces people to actually think before they talk, and it quietly kills half your pointless meetings.

4. Hire for pain, keep them with phantom equity

The reason most founders can’t find A-players is that they write the same boring job post as everyone else. Think about what’s actually keeping you up at night, or the department you dream about building. Write those raw thoughts down, mess and all, and let an AI tool shape them into a job description. When the right person reads a hyper-specific breakdown of the exact problem they know how to solve, it feels like the role was written for them. Because it was.

Then you have to keep them. If you can’t match a big salary and you don’t want to start handing out real shares and dealing with the legal headache, there’s phantom equity. It works like a bonus tied to what the company’s worth. If you sell, they get a cut of the exit. No actual shares change hands, no tax mess today, and the person stays locked in and motivated to grow the thing, because their upside is your upside.

5. Freeze your lifestyle and buy yourself options

This is the trap almost everyone falls into. Revenue goes up, so the lifestyle goes up right alongside it. You make $500k and quietly build a life that costs $300k to run. Now you’re stuck. You can’t step back, can’t take a swing, because you need the cash flow just to keep the lights on at home.

The move is to freeze it. Figure out your real monthly baseline and refuse to inflate it for ten years. When your personal overhead stays low, you get the thing every founder actually wants, which is optionality. You can afford the $200k hire. You can afford to pivot. You can take the big calculated risk because losing wouldn’t sink you.

That, more than anything, is the line between the capable founder and the scalable one. The capable one adds services, texts constantly, guesses at the market, and spends more as they earn more. The scalable one simplifies, writes things down, asks buyers what creates value, and keeps their life small on purpose.

The part that matters most

It’s worth remembering where Sharran started. He got mugged on his first day in America and was dumpster-diving for food in college, and somehow that became billions in enterprise value and five exits.

Strip away every framework and one thing is doing most of the work: he didn’t quit. Through the bad deals and the failed pivots and the stretches of real self-doubt, he stayed in. Build simple systems, guard your time, ask for help when you need it, and stay in the game long enough for the work to compound. That last part isn’t glamorous, but it’s the whole thing.

Watch the full interview on The Anatomy of A Dream:

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Change Your Mindset

The 100-Hour Workweek Is a Scam

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Let me say the thing nobody posting at 5 AM wants to hear.

Working 100 hours a week is not a flex. It’s a symptom. And if your calendar is full but your bank account hasn’t moved in a year, you don’t have a work-ethic problem. You have a leverage problem.

We’ve all seen the posts. The founder sleeping on the office floor. The “rise and grind” guy answering emails until his eyes bleed. Somewhere along the way we decided that whoever suffers the most deserves to win. It’s a nice story. It’s also wrong.

Look at the people actually running eight-figure companies who still make it to their kid’s game on a Tuesday. They are not outworking you. That’s the part that stings. They’ve just stopped confusing motion with progress.

Here’s how they actually do it.

Leverage beats hours, every time

Amateurs count how long they sat at the laptop. That’s the whole metric. Hours in the chair.

But hours aren’t the point. Output per hour is the point.

Say you spend four hours making a graphic for Instagram and it gets 200 likes. Cool. That four hours is gone forever, and you’ll do it again tomorrow. Now say you spend those same four hours writing a process doc that teaches a contractor to make every graphic for the next three years. Same four hours. Wildly different return.

The people winning are quietly obsessed with one question: how do I make this not require me anymore? They look at their task list and hunt for things to hand off or kill. Not because they’re lazy. Because they’re protecting the few hours that only they can do.

You need three good hours, not twelve mediocre ones

Your brain can’t do hard, original thinking for ten hours straight. It just can’t. Nobody’s can. So stop pretending the 12-hour day is productive when most of it is you re-reading the same paragraph and checking Slack.

What you need is a window. Three, maybe four hours where the work is actually deep.

That means the phone is in another room. Not face-down. Not on silent. In another room. It means one target for that block — write the sales page, finish the projections, whatever — and you don’t touch anything else until it’s done. And it means the people around you know not to interrupt unless something is genuinely on fire.

Kill the context-switching and you’ll get more done in one of those windows than you used to get in a full week. I know how that sounds. Try it for a week anyway.

Inbox zero is not an achievement

When you open your email first thing, you’ve already lost. You just handed your morning to everybody else’s priorities before you touched a single one of your own.

This is the uncomfortable part: to build something big, you have to get comfortable letting small fires burn.

If you’re proud of an empty inbox, there’s a decent chance you spent the day on things that felt productive and moved nothing. The grinder is replying to emails at 11 PM and calling it dedication. The person actually scaling something hired someone to filter the inbox so they only ever see the three messages that matter.

Stop spending your good decisions on dumb stuff

You get a limited number of real decisions per day. That’s not a productivity-guru thing, it’s just how the brain works. By mid-afternoon you’re running on fumes, which is exactly when you order the bad food and start doom-scrolling.

So the people who care about this remove the pointless choices on purpose. Same breakfast every day. Same handful of outfits — there’s a reason Jobs wore the same thing. Finances on autopilot. None of it is about being weird or rigid. It’s about saving the good decisions for the ones with real money on the line.

Learn to say no like it’s your job, because it is

Buffett said the difference between successful people and really successful people is that the really successful ones say no to almost everything. He wasn’t being cute.

Early on, sure, you say yes to everything. Every coffee, every cheap client, every podcast. You need the reps and the momentum. But here’s what nobody tells you: the stuff that gets you out of the ditch is not the stuff that gets you to the top. Different game, different rules.

The most valuable skill you can build right now is guarding your time like it’s the asset it actually is. Saying no to the podcast that’s wrong for your audience. No to the partnership that pulls you off your main thing. No to the “can I just pick your brain for 15 minutes” call that’s never 15 minutes.

Every yes to the wrong thing is a quiet no to the thing you actually want.

Grinding yourself into a hospital bed is not a strategy. It’s a broken system wearing a motivational quote.

So look at your week. Actually look at it. Where did the hours go? If you want the kind of success people write about, you’ve got to stop running around like a panicked employee and start thinking like someone who owns the place.

You don’t need more hours. You need better ones.

Follow me at @iamjoelbrown on Instagram for more success.

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