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12 Questions to Ask Yourself Before You Quit Your Job to Start Your Own Business

12 Questions to Ask Yourself Before You Quit Your Job to Start Your Own Business

If you want to live a passionate life of freedom, quit your job and start your own business. Escaping the limitations of 9–5 is the only way to experience true freedom. But to be sure your transition will be successful, ask yourself these 12 questions before you take the leap.

1. Are you willing to do whatever it takes?

To start your own business you have to be willing to do whatever it takes. Sometimes that’s not fun: it’s inconvenient and you can’t do what you really want to. The willingness to do whatever it takes comes from a deep commitment to your business that all successful entrepreneurs must have.

2. Are you willing to adapt your approach often?

The only way for a business to fail is to stop adapting. If a product doesn’t sell, keep adapting, modifying, changing and improving it until it does. You might change its color, change its price, change who you sell it to or change its stated purpose. You may need to change the product, change the service or change the product into a service. Keep changing until you get it right. Failure only comes when you stop doing this.

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3. Are you focused enough to start your own business?

Focus worked for Bill Gates and Warren Buffett, so it will probably work pretty well for you. There are only two resources you put into creating a business: time and money. Even Warren and Bill have a limited amount of both. So do you. To successfully start your own business, you have to pour all you have into it. Your business needs as much of your resources as you can possibly give it, so pour it all in. Don’t spread your resources among several small things; none of them will get enough of what they need to succeed.

4. Are you willing to give up some things in the short term?

The only time you should give up things that are important to you is when giving them up will allow you to have more of them in the future. This is one of those times. There may be no vacations for a year, or two, or three. There will be way less TV. There will be less time with your kids, friends and family. If you want the increased time and the increased quality of time (which comes from money) in the future, you must give up some of it now. Do it for your future.

5. Are you ready for the most intense psychotherapy you’ve ever undergone?

Aspiring entrepreneurs often believe they will learn about business plans, marketing, accounting and business models. You will, but that will be small compared to the self-discovery process you will go through. You’ll learn about your strengths, weaknesses and everything in between. Starting a business is a very personal process and one that will test your limits and make you realize you had capabilities you never even thought possible. You’ll also probably cry a few times.

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6. Are you able to listen without judging or evaluating?

When you start your own business, you must develop your listening skills to a level beyond what you ever thought was possible. You have to listen to your customers and prospects so closely you can even hear what they don’t say. You need a level of understanding of your customers that you can’t get unless you listen to every word they say and understand their needs and aspirations better than they do.

7. Are you ready to fire your ego?

Your first dirty job as CEO of your own business is to give your ego the pink slip. If you don’t fire your ego, it will be the worst employee on your team. Your ego makes you think you’re right all the time and won’t let you objectively consider all the relevant facts. When you start your own business, you have to be humble and able to consider all information (remember number 6) without feeling threatened by the possibility of being wrong. Ego, pack up your cubicle!

8. Are you ready to accept feedback?

As an entrepreneur, you have to be open and willing to accept the information you receive as feedback. Then you have to take the feedback and use it to make your business, product or service better. You can’t do this if your ego is standing guard — defending you as perfect and all-knowing (good thing you fired it in number 7). You have to be able to accept the feedback and realize that, perhaps nobody wants to buy your little blue widget. However, if you’ve been listening (there’s number 6 again), you’ll know they would buy it at a higher price if you just painted it red and added googly eyes.

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9. Are you confident enough to ignore feedback?

Yes, this is the opposite of number 8. Sorry about that. But as an entrepreneur, you’ll have to confront conflicting information often. While you do have to be willing to accept feedback, you also have to have enough confidence in your vision for your business that you can ignore feedback as well. One person says emphatically the widget must be blue. Another says with equal emphasis that it must be red. They have equal credibility. It’s your company, your vision and you get to decide: you must decide. Confidently make a decision and let your vision for the business guide you. If you make the wrong decision that’s OK. Speaking of that, we probably need to talk about failure.

10. Are you cool with failure?

The media loves failure. They love to see businesses, celebrities and entrepreneurs fall on their face because it makes great news. They’ve convinced us that “failure” is a big, catastrophic event and (worst of all) the end. It’s not. Failing is just part of the process. It’s just another step toward success. The important thing is to never believe that failure is the end. Just get back up and keep going.

11. Are you willing to take full responsibility for whatever happens?

My high-school English teacher would cringe because each of these headings started with “Are you,” but that’s intentional. When you start your own business, you must believe that everything that happens, good or bad, is because of you. Blaming any other person, entity, organization, situation or the weather will doom your business because it takes you off the hook. It gives you someone else to blame, which your ego will temporarily enjoy, but in the longer term it will spell the end of your business. Because by giving away responsibility, you’ve given away your power. Keep your responsibility and keep your power.

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12. Do you care about starting your business more than anything?

You’ll never be able to start your own business unless you care about it a whole bunch. That doesn’t mean there can’t be other things you care about — there should be. But your business has to be up in your top two or three. If it’s not important enough, the daily grind and to-do lists will push your business to the bottom of the heap and you’ll never give it the focus it needs to thrive.

Business plans, market analysis, financial cushion and all that are great, but none of that matters if you can’t say, “Yes!” with ten exclamation points to each of these things. The happiest and most successful people in the world are entrepreneurs and that’s because they have answered a euphoric yes to these questions and created a business and a life they are passionate about.

If you answer no to any of these questions, it doesn’t mean you can’t start a business, it just means you’re not ready. Keep reading, studying, dreaming and hang out with some successful entrepreneurs. You’ll get ready.

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Last Updated on March 29, 2021

5 Types of Horrible Bosses and How to Beat Them All

5 Types of Horrible Bosses and How to Beat Them All

When I left university I took a job immediately, I had been lucky as I had spent a year earning almost nothing as an intern so I was offered a role. On my first day I found that I had not been allocated a desk, there was no one to greet me so I was left for some hours ignored. I happened to snipe about this to another employee at the coffee machine two things happened. The first was that the person I had complained to was my new manager’s wife, and the second was, in his own words, ‘that he would come down on me like a ton of bricks if I crossed him…’

What a great start to a job! I had moved to a new city, and had been at work for less than a morning when I had my first run in with the first style of bad manager. I didn’t stay long enough to find out what Mr Agressive would do next. Bad managers are a major issue. Research from Approved Index shows that more than four in ten employees (42%) state that they have previously quit a job because of a bad manager.

The Dream Type Of Manager

My best manager was a total opposite. A man who had been the head of the UK tax system and was working his retirement running a company I was a very junior and green employee for. I made a stupid mistake, one which cost a lot of time and money and I felt I was going to be sacked without doubt.

I was nervous, beating myself up about what I had done, what would happen. At the end of the day I was called to his office, he had made me wait and I had spent that day talking to other employees, trying to understand where I had gone wrong. It had been a simple mistyped line of code which sent a massive print job out totally wrong. I learn how I should have done it and I fretted.

My boss asked me to step into his office, he asked me to sit down. “Do you know what you did?” I babbled, yes, I had been stupid, I had not double-checked or asked for advice when I was doing something I had not really understood. It was totally my fault. He paused. “Will you do that again?” Of course I told him I would not, I would always double check, ask for help and not try to be so clever when I was not!

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“Okay…”

That was it. I paused and asked, should I clear my desk. He smiled. “You have learnt a valuable lesson, I can be sure that you will never make a mistake like that again. Why would I want to get rid of an employee who knows that?”

I stayed with that company for many years, the way I was treated was a real object lesson in good management. Sadly, far too many poor managers exist out there.

The Complete Catalogue of Bad Managers

The Bully

My first boss fitted into the classic bully class. This is so often the ‘old school’ management by power style. I encountered this style again in the retail sector where one manager felt the only way to get the best from staff was to bawl and yell.

However, like so many bullies you will often find that this can be someone who either knows no better or is under stress and they are themselves running scared of the situation they have found themselves in.

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The Invisible Boss

This can either present itself as management from afar (usually the golf course or ‘important meetings) or just a boss who is too busy being important to deal with their staff.

It can feel refreshing as you will often have almost total freedom with your manager taking little or no interest in your activities, however you will soon find that you also lack the support that a good manager will provide. Without direction you may feel you are doing well just to find that you are not delivering against expectations you were not told about and suddenly it is all your fault.

The Micro Manager

The frustration of having a manager who feels the need to be involved in everything you do. The polar opposite to the Invisible Boss you will feel that there is no trust in your work as they will want to meddle in everything you do.

Dealing with the micro-manager can be difficult. Often their management style comes from their own insecurity. You can try confronting them, tell them that you can do your job however in many cases this will not succeed and can in fact make things worse.

The Over Promoted Boss

The Over promoted boss categorises someone who has no idea. They have found themselves in a management position through service, family or some corporate mystery. They are people who are not only highly unqualified to be managers they will generally be unable to do even your job.

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You can find yourself persistently frustrated by the situation you are in, however it can seem impossible to get out without handing over your resignation.

The Credit Stealer

The credit stealer is the boss who will never publically acknowledge the work you do. You will put in the extra hours working on a project and you know that, in the ‘big meeting’ it will be your credit stealing boss who will take all of the credit!

Again it is demoralising, you see all of the credit for your labour being stolen and this can often lead to good employees looking for new careers.

3 Essential Ways to Work (Cope) with Bad Managers

Whatever type of bad boss you have there are certain things that you can do to ensure that you get the recognition and protection you require to not only remain sane but to also build your career.

1. Keep evidence

Whether it is incidents with the bully or examples of projects you have completed with the credit stealer you will always be well served to keep notes and supporting evidence for projects you are working on.

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Buy your own notebook and ensure that you are always making notes, it becomes a habit and a very useful one as you have a constant reminder as well as somewhere to explore ideas.

Importantly, if you do have to go to HR or stand-up for yourself you will have clear records! Also, don’t always trust that corporate servers or emails will always be available or not tampered with. Keep your own content.

2. Hold regular meetings

Ensure that you make time for regular meetings with your boss. This is especially useful for the over-promoted or the invisible boss to allow you to ‘manage upwards’. Take charge where you can to set your objectives and use these meetings to set clear objectives and document the status of your work.

3. Stand your ground, but be ready to jump…

Remember that you don’t have to put up with poor management. If you have issues you should face them with your boss, maybe they do not know that they are coming across in a bad way.

However, be ready to recognise if the situation is not going to change. If that is the case, keep your head down and get working on polishing your CV! If it isn’t working, there will be something better out there for you!

Good luck!

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