Developing Your Entrepreneurial Mindset: It’s in You

Charli Wheeler
14 min readJun 27, 2023

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Everyone can have an entrepreneurial mindset if they want to. But, it’s possible you may have to let go of all the ways of thinking and doing things. You may have to push your boundaries like you never had before, and for sure, you have to get over the idea that when you work, even if you’re not productive, you’re going to collect a paycheck. Entrepreneurs only get paid when they accept opportunities, involve themselves in innovation, and create value for their audience.

That might seem overwhelming right now, especially if you’re accustomed to working Monday through Friday, going to tons of meetings, looking busy, doing what you’re told, and collecting a paycheck at the end of the week, all without having to push through a single bound rear challenger south in any way. But, take heart; you can do it. It’s in you. Developing your entrepreneurial mindset just takes learning to think and take action in a new way.

Determine who you are now and who you want to be

It all starts with being honest with yourself about who you are now. A great way to get to know yourself is through a personality test. When you take it, whether it’s the one at 16 Personalities or another one, it will help you to get to know yourself better. The key to taking these tests and getting helpful answers is to be completely honest. There is no right or wrong answer. But the answers will give you a clear picture of who you are right now and where you can improve.

What are your values? — you can determine your values by taking a look at your former actions when confronted with a problem you had to overcome or a decision you had to make. These are the times when your real values emerge, not just the values you say you have. Look back on your choices and determine your real values. If you have made mistakes and gone against your core values, identify those times and determine how you can make a different choice.

What are your skills? — Even if you’re not an entrepreneur, you already have skills you can use as an entrepreneur. Make a list of what you do today. Focus on the deliverables you provide your employer with without much help from others. These are the skills that you have that should be the basis of your entrepreneurial venture.

What are your strengths? — You’ve heard the idea that you need to leverage your strengths, but how do you even know what they are? Using one of the self-assessments mentioned above, you can determine your strengths. When you do them, try to be honest so that your results come out realistic. Take off your rose-colored glasses so you can determine your real strengths. Try asking five of your closest friends to tell you the truth about what your strengths are, and if three or more of them say the same thing, believe them.

What are your weaknesses? — While you can improve upon your weaknesses, you should first leverage your strengths. It’s still more important to appreciate your efforts and to understand that the past is a good indicator of how you’ll act in the future. If you know, for example, that you’re always 5 minutes late, accept it, and instead focus on something positive. That doesn’t mean you don’t work on this habit but don’t focus on that instead of on your strengths.

Only when you know who you really are, the good and the bad, will you be truly able to know yourself enough to be brutally honest about your strengths and weaknesses. This is an important step in developing your entrepreneurial mindset. It’s important because you cannot move forward if you aren’t honest. You don’t have to tell others; just tell yourself. It can help to know what the top traits of a successful entrepreneur are.

Understand the top traits of a successful entrepreneur

There are several common features and traits that people with an entrepreneurial mindset share. Even if you don’t have these yet, you can develop them with practice and perseverance. More than likely, though, you already have some of the traits if you are looking into becoming an entrepreneur. You’re on the right track even if you need to work on some of them.

  • They are fearless — The truth is — this is wrong. No one is fearless, but they are able to push the boundaries and do things through that fear. Neil Armstrong and Buzz Aldrin probably weren’t fearless, but they felt that fear and had enough confidence in their convictions to work through it and do it anyway.
  • They make actionable plans — An entrepreneur makes plans to do things, but they don’t just make plans — they make plans that are actionable. Making plans, setting goals — that’s just part of the process. Doing is more important than any of that. Without action, nothing becomes a reality. At some point, making plants has to become taking action to get things done.
  • They understand cash flow — A lot of new entrepreneurs think that income is an indicator of success, but the truth is that without adequate cash flow, a business that earns money can still fail. Cash flow management is a critical element in running a successful business. Your bills are due at a specific time, and billables are due at a specific time, but you know that it doesn’t always work out. So, work hard to understand cash flow to be truly successful.
  • They know it’s not about them — You’ve heard it before — the customer’s always first. But, it never will really hit home until you’re an entrepreneur. You have to learn to separate your wants and desires from your customer’s wants and desires. The customer should write your products, services, and even price points more than your passions and dreams should.
  • They aren’t afraid to self-promote– As an entrepreneur, you have to let go of shyness and promote yourself. Become the expert. Be known as the go-to person in your niche, and you’ll have people coming down your door to get what you have. You can’t get there if you are too afraid to be a self-promoter. Tip: create something valuable that you’re proud of, and it will be easy to promote it.
  • They take action — Entrepreneurs are doers, not decided people yet. They can hire an idea person, but they know how to put ideas into action. They’re good at identifying opportunities, involving themselves and creating value, and then taking action to implement the ideas. In order to take action, you need a clear vision, and you must be willing to overcome obstacles that get in your way. Taking action alone won’t get results, but taking smart action that has a reason will. You must know the difference.
  • They understand that change is inevitable (and good) — You have to realize that every business that exists today will not be here tomorrow. Think about the technology from the past that new technologies have killed. Take VHS tapes, for example. Maybe you have never even heard of them, or maybe you watched them in your VCR as a child. The fact is, they don’t exist now. But, businesses that kept their eye on the future adapted and started creating other types of storage, like DVDs. Someday, DVDs will be old school too, so it will behoove any company creating them to keep their eyes open for killer technologies.
  • They’ve listened — One skill that an entrepreneur has that really helps them succeed is the ability to shut up and listen to what their audience is saying. Not only their audience but people they hire to help them, too. Open your ears and listen to other people’s ideas, listen to their criticisms, and their desires.
  • They keep learning — Knowing how to research and evaluate the market, their customers, and competitors is a very important skill that they have honed. It will help them avoid making errors before they even start creating a new product or service. Plus, they’ll know how to best promote it once they do.
  • They network smart — Successful entrepreneurs don’t just go to every meeting or get involved in every group. They know how to pick and choose the right events and the right way to network with the right people. They know it’s about building relationships with the right people.

Developing an entrepreneurial mindset and building your skills can be a process you work on as you start your new business venture or continue in a business you’ve already started. Identifying where you were deficient will help you move forward and become more successful as an entrepreneur.

Building skills to reach entrepreneurial success

In order to build your entrepreneurial mindset and skills, and reach quick success, you’ll need to push your boundaries and take action right now. You can start slow or dive right in, but these tips will help you move past your fears quickly and help you gain experience feeling success.

  • Organizing an event — Whether it’s an in-person event or an online event, you should set a date and organize an event. If you are nervous, start with a local meet-up using Meetup.com. The actions of organizing and planning an event will teach you a lot about planning, negotiating, and deadline setting. You can do the same thing with an online webinar, the only difference is you may need to learn new technology while you’re also learning to plan, negotiate and set deadlines.
  • Get involved with others — You can do this via volunteering for a cause you care about. While you don’t want to volunteer with an objective in mind, there’s nothing wrong with choosing an event to volunteer with that matches your skill set so that there will be many things for you to do that prove your worth and help you improve your skills.
  • Improve your communication skills — One of the most important parts of being an entrepreneur is being able to communicate. One way to improve your communication skills is to learn to give speeches and talk to people. You can join the local Toastmasters International club to help you get better at your communication skills.
  • Become the expert — One way to develop your entrepreneurial mindset is to become an expert in your niche. Write blog posts, contribute guest articles, write a book, host webinars, host local events, and more. The more you do to develop your expertise, the more confidence you’ll have and the more successful you’ll become.
  • Learn something new regularly — If you just devote one hour a day to learning something new, then move on to something else when you master the first thing, you’ll be able to keep your skills topnotch and develop them even better than you can without a plan of action.
  • Go to networking events — Don’t network only with people you are comfortable with that are competition. Instead, find events that consist of your ideal clients/customers/audience so that you can learn more from them. Then, network smartly, keep your ears open, and always remember to listen more than you talk.
  • Keep abreast of industry news — Take some time every day to read about industry news. You can set up a Google Alert for terms that are important in your industry so that you can learn what is happening at all times.
  • Learn to delegate — No CEO does everything on their own, which is also true of an entrepreneur. Whether you have a very small home business or a larger business, you’ll likely need to learn to delegate something. Even if it’s just letting your spouse handle childcare duties and dinner on workdays, that’s something.

Improving your skills as an entrepreneur is not an overnight task, and you’ll never be finished. Your journey as an entrepreneur is ever-evolving and changing. You may be surprised that what you’re doing today is very different from what you’ll be doing tomorrow. But that’s how an entrepreneur stays successful. They adapt to change and develop the skills they need to stay competitive.

Thoughts & Actions That Block Entrepreneurial Success

It’s hard to believe that your thoughts can play a huge role in whether or not you’ll experience success or failure. Not only that, they might even cloud success, forcing you to downplay it instead of proudly celebrating it. This is especially true if you happen to be female, but both males and females experience issues that can block success.

  • Having imposter syndrome — This is a true condition that a lot of people have. No matter how much success and kudos they achieve, they feel like a fraud. A good book by Harold Hillman can help you with this problem if you have it. The Imposter Syndrome: Becoming An Authentic Leader will help you realize that you’re uniquely qualified for what it is that you do and how to accept it.
  • Comparing yourself to others — You’ve heard of the term “Keeping Up With the Joneses, “ which also applies to business. Entrepreneurs often make a huge mistake, thinking they need to be just like their competition, but, in fact, the main reason you study your own competition is to see how you can be different. You’re a unique person with your own way of doing things, and this is what makes you great.
  • Being too skeptical and negative — Sometimes, the experience can make people become too negative and distrustful, which can cause you not to put your feet through a door that can mean great success for your business. Try to trust that you know how to study a situation and determine whether it’s for you or not.
  • Being preoccupied with what others think — If you spend all your time thinking about what everyone around you is thinking, you’ll never be able to be truly successful. Instead of thinking about what others think, consider what you think. Can you look in the mirror every day and be proud of your actions? That’s what’s important.
  • Overthinking every situation — It’s good to look at situations from every angle. But once you do that, you should be able to make a decision. Overthinking stems from a fear of failure. While it’s not a bad thing in and of itself to worry about failure, if you’re too afraid of failure, you may end up procrastinating on your decision, which can make it worse. Trust your instincts.
  • Not believing in yourself — Many of us are taught not to believe in ourselves from a young age. It’s not that our parents meant to do that, but maybe they were trying to keep us from being sociopaths. However, to learn to believe in yourself, you need to have some examples of success to know what it feels like. Push past your discomfort, put yourself out there, trust your knowledge, and move forward.
  • Dwelling on the past — In business, there is a term called “sunk costs” that you must learn. This theory says that only future costs matter when making a decision. Even if you spent a million dollars on an idea, it’s time to get out if you’re still losing money after giving it your all. If you make every decision based on past actions, you’ll never get to move forward.
  • Believing that perfection exists — One of the biggest blockers of all is thinking perfection exists. Even thinking that any type of perfection exists can cause a problem with procrastination and not getting things done or changing your mind too much. It all boils down to accepting that good enough is good enough. You can always improve later.

Overcoming these success blockers takes accepting that you do them and that they exist. If you have often called yourself a perfectionist, take a hard look at yourself, and you might find that you’re not a perfectionist at all; you’re just scared to be wrong and to fail. Let that go and move forward so that you can put some success under your belt. The more you know how that feels, the more you’ll want to experience it.

Letting go of getting kudos for a job well done

The professional athlete, Wayne Gretzky, said, “You miss 100% of the shots you don’t take.” While Gretzky probably got a lot of kudos and screams when he made the shots, he probably didn’t get many attaboys and attention during practice, and definitely not when he missed. As an entrepreneur, you’ll need to learn to be your own cheerleader. You’re not going to have a boss to praise you, and if you’ve done your job right surrounding yourself with a good team, they’re going to challenge and question you, not pat you on the back all the time.

When you have the mindset of an employee instead of an entrepreneurial mindset, you tend to take that weekly check as a kind of kudos for your job well done — even if you didn’t do well. After all, when you are paid hourly or even on a salary, you often still get paid even when you’re not very productive. But, when you’re an entrepreneur, you only get paid when you’re productive.

  • Deliverables over busy work — As an entrepreneur, you’ll need to determine which actions you need to take each day to make bank. It’s all in the deliverables. It’s not how you do it, when you do it, or anything else, but when you’re done with it and give it to your client. That’s when you make money.
  • Time is money — If you’re spending time each day messing around on social media without a goal in mind and a plan of action, then you’re wasting time. Determine what your time is worth. Figure out how much you need to earn a year, divided by how many hours in a year you plan to work. If it comes to $125 an hour, do you really want to waste that time doing something you could get someone else to do? Is it really worth it to waste time playing Candy Crush? No one will yell at you, but your bank account will notice if you don’t act.
  • Participation isn’t a thing — No matter how often your parents or coaches told you that showing up was all that mattered… sorry, it’s not. You also need to produce. There is no prize for you if you just show up, but there is a prize later if you do the work that needs to be done in a manner and within the time frame you have.
  • Producing Is Imperative — Let’s say you work as a maintenance technician for a technology firm. As a perfectionist, it takes you 8 hours to complete your daily tasks, and those that don’t get done just move to the next today. It’s no big deal because you’ll get paid anyway. But let’s say you decided to start your own handyman business. Now you’re in a situation where if you bid a certain amount on a job if you take too long, you’re now losing money.

The thing is that you have to produce to earn a living as an entrepreneur. You’ll need to learn how to bid properly or price your product properly and spend time smartly in order to see a return on your investment, which will be how you get kudos in the entrepreneur world.

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