Entrepreneur Questions

What Entrepreneurs Must Ask Before Quitting Their Day Job

Kurt GraverBusiness Start-up Advice

Before you quit your day job to pursue your entrepreneurial dreams, make sure you have a solid plan and know exactly what you’re getting yourself into. It’s not a decision to be made lightly.

As an entrepreneur, there are many things to consider before quitting your day job to pursue your business full-time. Without a clear plan, it will be difficult to succeed.

These are just a few of the questions you need to be able to answer. 

  • What is your business? 
  • How will you generate revenue? 
  • What costs?
  • What are your goals? 
  • What are your values? 
  • What are your strengths and weaknesses? 
  • How will you overcome obstacles? 
  • What is your niche? 
  • Who is your target market? 
  • What is your marketing strategy? 

If you can’t answer them, you need to do some soul-searching and figure out what you want from your business. Once you know the answers to these questions, you’ll be well on your way to a successful business.

To answer these questions, take these steps in your thought process.

What Am I Trying to Achieve?

As an entrepreneur, it is important to ask yourself what you are trying to achieve before you quit your day job. This will help you determine if you are ready to take the plunge and become your own boss. 

Are you trying to achieve financial freedom? Are you trying to achieve more balance in your life? 

Are you trying to achieve a specific goal? 

Once you know what you are trying to achieve, you can create a plan to make it happen.

What are the Odds of Achieving It?

No matter how passionate you are about your business idea, there’s always a chance it might not work out. Before quitting your day job to pursue your startup full-time, it’s essential to ask yourself what the odds are of your business succeeding.

There’s no surefire way to predict whether a business will be successful, but there are some factors you can look at to get a better idea of your chances. 

One important thing to consider is the market you’re entering. If there’s already a lot of competition, succeeding may be harder. However, if there’s a gap in the market, you may have a better chance of success.

What is My Backup Plan?

Before leaping into entrepreneurship, asking yourself some hard questions is important. One of the most important is, “What is my backup plan?”

That’s why it’s important to have a backup plan in place. What will you do if your business fails? Do you have enough savings to support yourself? Do you have another job lined up?

Asking yourself these tough questions can help you make a more informed decision about whether or not entrepreneurship is right for you. If you don’t have a solid backup plan, you might want to think twice before quitting your day job.

Do I have What it Takes?

Before you quit your day job to pursue your entrepreneurial dreams, it’s important to ask yourself whether or not you have what it takes to succeed. 

Do you have the passion, drive, and determination to see your business through the tough times? 

Are you willing to put in the long hours and make the sacrifices necessary to make your business a success? 

If you can answer yes to these questions, you might have what it takes to be a successful entrepreneur.

Your Current Job

  • Is my current company doing well?
  • Am I happy at work? 
  • Will I make more money as an entrepreneur than I would as an employee?

If you are not sure how to answer any of these questions. Do these things to ensure you understand what you are getting yourself into and how you will respond to the challenges.

Conduct a Feasibility Study and/or Write a Business Plan

First and foremost, you need to know that your product or service solves a problem for a certain demographic and that enough people or businesses have this problem for a sustainable business.

A feasibility study will help you determine prospective customer’s pain points and how you can solve them.  Ideally, you need to find out how much people are willing to pay for the problem to be fixed.

You need to have a plan for how you will make money. This includes knowing what kind of product or service you’ll offer, who your customers will be, and how much you’ll charge them. It’s also helpful to consider how you’ll market yourself and your products/services.

A business plan will help you answer these questions. It’s also good to write down what you need to accomplish each day to measure your progress.

Secure Funding and Get Feedback

You’ll need money to start your business. Most people who quit their job usually use their own funds to set up their businesses. Because they are using their own funds, they do not test the business rigorously enough. 

However, if you apply for a loan, grant or investment, your business idea will be scrutinised, giving you valuable feedback.

If offered an investment or a loan, you do not have to take up the offer. Knowing other people believe in your idea and are willing to provide seed capital validates your business.

Build an Audience

Once you’ve got some cash in hand, you should build an audience. Start by creating a website with a landing page where people can sign up for updates. Then, use social media to share your message and attract new followers.

Start A Side Hustle

A side hustle is a way to make money outside your 9 to 5 job. It allows you to make more money, giving you the freedom to invest in developing your idea and building an investment fund. 

Before you leave your job and start your own business, try making it work outside your core working hours.  It doesn’t need to be the full product/service, just a way you can build a customer base before you finally take the leap and leave your job.


Pursuing your entrepreneurial dreams full-time is a lot of hard work and can be very stressful. In addition to a solid plan, you must be realistic about what you’re getting yourself into. It’s not all glamorous work and late nights. Make sure you’re prepared for the long hours and challenges of being your own boss.

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