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12 Stages of an Entrepreneur’s Journey to Success

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Are you to the point where you want to throw in the towel and proclaim that the life of an entrepreneur is not for you? Do you feel like you made a huge mistake when you started your journey as an entrepreneur? Or do you feel nervous and anxious of whether you are going to fulfill your dreams as an entrepreneur?

If any of these things sounds like you, then you are in good company. If you have ever spoke with other entrepreneurs you will find that you have many things in common. The majority of them go through the same cycle.

As an entrepreneur you will face many challenges, many frustrations, and many victories. Recognizing what stage you’re in on your entrepreneurial journey will only help you to get to the final destination that you desire.

Here are the 12 stages of an entrepreneur’s journey:

1. The Decision

There is always a decision made when you first start your entrepreneurial journey. You may have thought about becoming an entrepreneur for years or just for a few weeks. When you truly decide that you are going to do it, that is when your entrepreneurial journey begins.

2. Excitement

Once you start, it is definitely going to be an exciting moment for you. You are full of hope, joy, pride, and possibilities for a better tomorrow. You realize that you have just made the best decision for your life and you can’t wait to do it and share what you’ve decided to do with everyone that you know.

3. Nervousness

When you finally JUMP into being an entrepreneur, you’re going to experience nervousness because you can’t tell what’s ahead of you and whether you are really even going to be able to do what you set out to accomplish.

“You have got to make the jump” – Steve Harvey

4. Apprehension

While you are treading water in a huge ocean of entrepreneurs, it is easy to start feeling fearful of what you have gotten yourself into. You begin to realize that being an entrepreneur is not as easy as you thought it would be. In this stage, it is very easy to count your losses and throw in the towel and go back to a 9-5.

5. Eagerness

In the wave of emotions that you are feeling, your next feeling is thoughts of enthusiasm. Realistically, in your lifetime; you probably have already overcome a tremendous amount of things that you thought you wouldn’t get through. What makes this any different, right? So you start pumping yourself up to give yourself the push that you need in order to keep going strong.

6. Feeling Alone

When you first started your journey there are two experiences that you will have with other people. You will have the experience of people telling you how crazy you are and how you need to go back to your nice safe job and collect a nice safe paycheck. And there are going to be people that are going to think that what you are doing is awesome because they are going down the same road you are.

7. Doubt and Questioning Your Sanity

Eventually, questioning your ability to accomplish your goal will come up. Are you qualified to be an entrepreneur? Will you even make it or will people end up laughing at your defeat and failure? Another thing that will come up is your sanity. Could it have been your own craziness that just went too far when you decided to become an entrepreneur?

Were you not thinking correctly? Or maybe you were going through some type of crisis and this whole thing was one HUGE mistake that you should really reconsider.

“Learn from yesterday, live for today, hope for tomorrow. The important thing is not to stop questioning.” – Albert Einstein

8. Despair and Paranoia

At this point you have had your head in the game trying to focus and just get through what you set out to do and when you finally look up, the few people that you may have been doing the journey with are no longer there and you are all alone. Your confidence in yourself is dwindling to nothing and you feel like you are not going to make it.

More money is going out than coming in. You probably have maxed out some credit cards, borrowed money, and you definitely don’t have as many customers and clients as you thought you would have. You are plagued with having this strange feeling of having all eyes on you while you feel like you are failing hard.

9. Prayer’s, Begging, and Hail Mary’s

By this time in your journey, you may feel like everything that you have tried to do to make your idea, product, or service successful has failed and you have run out of ideas. Your down to your last stance and you know that if it doesn’t work this time, you don’t have anything more to give to your entrepreneurial dream.

10. Determination and Willpower

Because you’re down to the wire, you gain enough strength and momentum to give it all you got. You know that at this point everything that you have dreamt of is on the line and you are determined to fulfill your dreams.

“Willpower is the key to success. Successful people strive no matter what they feel by applying their will to overcome apathy, doubt or fear.” – Dan Millman

11. Pure Grit

Your grit is going to determine what your results are going to be. Do you have it in you to fight against all odds and make it, or are you going to go back to the 9-5 that you desperately wanted to break free from?

12. Shock and Elation

You are in complete shock and overjoyed at the same time because you finally made it! Throughout all of the things that you went through, you finally got your big break.

The entrepreneurial journey is not for everyone and it definitely is not for the faint of heart. It is for people who are willing to go through the fire and keep pushing until they make it to their final destination. The entrepreneurial journey will be one of the hardest and best journey’s you will ever take.

How many of these have you felt in your entrepreneurial journey? Leave your thoughts below!

Hi, I'm Denise Damijo, I'm a Business and Lifestyle Strategist and a #1 Bestselling author of "When You're Done Expecting." I love helping other entrepreneur's get laser-focused on plugging the holes in their business so that they can improve their lives. You can find me writing for cool publications like this one, Huffington Post, Thrive Global, and She Owns It. I also love cooking up a good business plan and spending quality time with my family. Connect with me on my Podcast, Mind Money Mogul or on Facebook.

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Entrepreneurs

The Brutal Truth About Entrepreneurship with ADHD (And Why Most Advice Is Making It Worse)

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Image Credit: Joel Brown - Addicted2success

You’re not lazy. You’re not undisciplined… and you’re definitely not broken.

You’re an entrepreneur with ADHD, and right now you’re probably sitting on 19 unfinished projects, 47 open tabs, and a brain that feels like it’s running on 12 different radio stations at once.

You’ve read the books. You’ve tried the planners, the Pomodoro timers, the accountability groups. You’ve even hired coaches who promised to “fix” your focus. Yet here you are — brilliant ideas, massive potential, and a business that still feels like it’s one step away from collapsing under the weight of your own mind.

Here’s what almost nobody in the entrepreneurial space will admit:

The real struggle isn’t your ADHD. It’s that you’ve been trying to run a neurodivergent brain inside a neurotypical business model — and then beating yourself up when it doesn’t work.

Most advice for entrepreneurs was written by people whose brains work differently. They preach consistency, routines, long-term planning, and steady execution like those things are universal truths. For the ADHD entrepreneur, those “truths” feel like trying to swim upstream in cement. You can force it for a while (and you have), but eventually your brain rebels, the burnout hits, and you’re left feeling like a failure who just needs to “try harder.”

That cycle is quietly destroying more talented founders than cash flow problems or bad hires ever could.

The deeper layer most people never reach is this: your ADHD isn’t a bug in the system. It’s a different operating system entirely. And when you stop trying to install Windows on a Mac and start building everything around macOS, the game changes completely.

The Hidden Addiction That Keeps ADHD Entrepreneurs Stuck

You already know the surface symptoms — time blindness, rejection sensitivity, starting strong and fading fast, shiny object syndrome.

But the real trap is more insidious.

It’s the addiction to chaos and novelty.

Your brain is wired for dopamine. New ideas, big visions, last-minute sprints, high-stakes pressure — these things light you up like nothing else. The boring, repetitive, systems-building work that actually scales a business? It feels like torture.

So unconsciously, you keep your business in a state of controlled chaos. You say yes to too many things. You chase the next exciting opportunity. You avoid building the boring infrastructure because “I work better under pressure anyway.”

And every time the pressure gets too high, you crash, swear you’ll get organized next quarter, and repeat the cycle.

Meanwhile, the neurotypical advice keeps telling you to “just build better habits.” As if your brain is a poorly trained dog that needs more discipline instead of a high-performance race car that needs the right fuel and track.

This isn’t a character flaw. It’s neurology.

And until you stop treating your wiring as something to overcome and start treating it as your greatest strategic advantage, you’ll stay stuck in the same exhausting loop.

The Identity Shift That Changes Everything

The entrepreneurs with ADHD who finally break through don’t “fix” their brains.

They redesign their entire business to work with their brains.

They stop trying to become the consistent, routine-loving founder the gurus talk about. Instead, they become the architect of a system that leverages their natural strengths — hyperfocus, pattern recognition, creative problem-solving, relentless drive under pressure — while outsourcing or automating everything that drains them.

This is the layer most ADHD entrepreneurs never reach because it requires something terrifying: accepting that you are never going to be “normal” at entrepreneurship… and that’s exactly why you can win bigger than most.

Your ability to see connections others miss. Your tolerance for uncertainty. Your capacity to go all-in when something lights you up. These aren’t liabilities. They’re unfair advantages in a world that rewards speed, creativity, and bold moves.

The shift is simple but brutal:

Stop trying to manage your ADHD. Start designing your business around it.

How to Actually Build a Business That Works With Your Brain

  1. Stop fighting your energy cycles — weaponize them. Most ADHD entrepreneurs try to force 8-hour focused days. That’s insane. Instead, track when your brain actually works best (for many it’s 10pm-2am or random 4-hour hyperfocus bursts). Build your schedule around those windows. Protect them like gold. Do the deep, high-leverage work then. Use the low-energy periods for admin, calls, or recovery.
  2. Build “chaos containers,” not rigid systems. Traditional project management tools feel like cages. Create loose but effective structures that give your brain freedom. Use tools like Notion with massive flexibility, or body-doubling (working alongside someone virtually), or even hiring a “chaos wrangler” — an assistant who thrives on turning your scattered ideas into executable plans.
  3. Turn your rejection sensitivity into rocket fuel. That intense fear of letting people down or looking stupid? Channel it into creating ridiculously high standards for your customer experience or product quality. Use it as fuel instead of letting it paralyze you.
  4. Outsource the parts that make you want to die. The execution, follow-through, and maintenance phases are where most ADHD entrepreneurs lose. Hire or partner with people who love the details. Your job is vision, strategy, and big swings. Let someone else own the spreadsheets.
  5. Create external pressure on your own terms. Deadlines and public commitments work wonders for the ADHD brain. Use them strategically — announce launches, create beta groups, or work with coaches who understand neurodivergence instead of fighting it.

The entrepreneurs with ADHD who are quietly crushing it right now aren’t the ones who finally became “disciplined.” They’re the ones who stopped apologizing for how their brain works and started building empires that are specifically engineered for it.

They have teams that handle the boring stuff. They have systems that flex with their energy instead of fighting it. They’ve turned their “flaws” into the exact reasons their businesses stand out.

Your ADHD brain is not the enemy. The enemy was trying to play the game by rules that were never designed for you.

The moment you accept that and start designing everything… your calendar, your team, your offers, your processes — around how you actually operate, the struggle doesn’t disappear… but it becomes manageable, even exhilarating.

You were never meant to fit the mold. You were meant to break it and build something better.

The world doesn’t need another cookie-cutter entrepreneur. It needs the chaotic, brilliant, all-in, slightly unhinged visionaries who can only operate at full power when the game is built for them.

That’s you.

Stop trying to fix yourself. Start building the business that was always meant to be run by a mind like yours.

Your next breakthrough isn’t going to come from working harder or being more consistent. It’s going to come from finally giving yourself permission to work differently.

And when you do that? Watch what happens.

The same brain that once felt like a curse becomes the exact reason your business becomes unstoppable.

You’ve got this. Not despite the ADHD. Because of it.

If you want to learn more from me or send me a personal message I’ll respond to you on Instagram at https://instagram.com/iamjoelbrown speak soon!

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Entrepreneurs

The Silent Killer of Entrepreneurial Dreams (And How to Make Sure It Never Takes Yours Down)

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Image Credit: Joel Brown - Addicted2success

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.

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Entrepreneurs

The One Brutal Mistake That Keeps Most Entrepreneurs Stuck at Six Figures (And the Fix That Unlocks Seven)

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Image Credit: Joel Brown - Addicted2success

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.

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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.

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how to scale a business successfully

Growing a business is the dream. But scaling one? Honestly, that is a completely different reality. (more…)

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