26 Reasons Why You Should Never Have a JOB

I used to watch this show…

called The Big Idea with Donny Deutsch while at University.

I loved the stories of people doing something creative to make more money than they ever did before. This show was a source of hope and inspiration for me as I was wanting more freedom and autonomy than I was getting while working for PricewaterhouseCoopers.

I want to do something, anything that could allow me to be my own man. Even if it was something as strange as selling bowling balls or flat screen TV wall mounts online. I didn’t care, I could be proud of myself because it was my own individual success, my own life hack that would let me stand on my own.

So through the course of many failures of learning a new industry…

I finally achieved a level of online success that supports me apart from being an employee (digital product sales, ad revenue, and affiliate commissions). Now, living abroad and working online I can never go back to working in a cubicle. In fact, the whole idea of me having a job and a career seems so silly to me now. There are just so many benefits to not having one these days.

Having a job might be good for some people but it’s not for everyone, despite what you may believe.

We grow up with this idea that having a job and particularly a good job makes you a successful smart person who is able to afford a nice lifestyle and what not.

Challenging this idea is not helped by the fact that our parents had jobs, our friends want jobs, cool stuff costs money, and advertisements all around you sell you on the idea that this cool stuff leads to personal happiness at your job.

It comes together to work in a way to that would never even have you question the whole fundamental idea of having a job in the first place.

Have you ever considered not having a job and being self employed? Probably not. You were brought up to go to school, go to college, and get a good job. Anything outside of that was risky and would most likely lead to you being poor and on the street. In truth though-

Having a job is easier than not having a job.

When you have a job you know where to go, what to do, and how to do it. You get a consistent reliable pay. The script is pre-written for your life. All you have to do is follow along till it’s time to go home. But anything worth doing or having is not found on the easier path.

So yes, being self employed is not for everyone. Some people need to be told what to do, others have careers they truly love and find satisfaction in. I’m not writing this material to convince people to leave a good situation, rather I just want to expand ones mind to the possibilities of living a different way than you though possible.

Starting an online business involves long hours in the beginning, requiring you to work harder than all your friends are working while also leveraging your individual creativity and work ethic. No one can hand you the magic bullet that will tell you how to create an income source apart from a job. Ultimately, you just need to understand what your skills are, what your unique selling point is, a medium to deliver, and a path that feels right for you.

The 26 reasons why you should never have a job

1) Freedom to BE yourself and BE who you are in the world

The goal is not to make a lot of money – or to obtain some status from your job. The goal is to feel amazing about what you do for a living right now, this moment, this heartbeat. We all talk about the freedom to do what we want and live where we want as the crowing achievement of working for yourself… but as someone who is on the other side now what jumps out to me is not money or working on a beach.

It’s being able to take back my self respect. To speak the truth and do something stupid. To be who I really am, without all the pretenses and courtesies of trying to fit in somewhere. I don’t have to water down my personal quirks and traits to be something.

2) Freedom to choose who is apart of your life

Most think not having a job gives more freedom. It does, but it’s a different, wonderful type of freedom. It’s the kind of freedom to be able to choose who is apart of your life and who is not. I can think of nothing more satisfying than not having to deal with people you don’t like.

Every place I have ever worked there was always one person that did not like me for no particular reason, and this one person made the job miserable for me. Being able to cut out this annoying aspect from my life by having only positive, confident, happy people who I enjoy apart of my life is the best gift of self employment.

3) Freedom to say NO

When you have an income source apart from a job, even if it’s just a side income, you have the confidence to know that  you can stand on your own if you loose your job. You could even quit your job if it gets to unreasonable. Being able to say “I don’t need you” is a big confidence builder that can lead to even greater success down the road.

It’s why top performers in jobs are so successful and paid as such anyways. Because they have options. They’re not stuck.

4) Personal satisfaction of doing something different

When you have your own business, even if it’s only making $4,000 a month it’s YOUR $4,000 a month that YOU made. Yes you’re not rich by any stretch, but who cares. When I run into my former colleagues at PWC – some who are managers now making 6 figures a year, or even the partner who hired me that makes a million a year – they think I fell off the proverbial ship. That I’m awash in the sea of mediocrity. That I will never have the chance and opportunities I once did.

They are right to some degree… I have lost out on many professional opportunities – but little do they know that I swam to an island that I conquered for myself. Allowing myself many new and more interesting opportunities than they realize.

5) No ceiling on your income

When you have a job, you have a limit. This is OK if you have one of those good jobs that pays you enough to live…but with life in the west being expensive and costs being shifted from companies to employees; this limit is the biggest issue for most people.

Simply, people want to know how to make more money because jobs don’t pay you what your worth and what you need to live. You have to spend money on health care if you’re American, you need to fund your retirement, pay off college, buy a house, help your kids get through school, buy cars, pay for unexpected expenses, take care of your parents, and hopefully enjoy being alive!

Most job’s won’t pay enough to do all of this comfortably so why get one?

6) Not having to beg for money

I don’t want to have to ask for permission to be paid more.

7) Diversified income streams

I don’t ask for a raise. I get to work and create something new. Maybe a new site or a new product. When you have your own online business that is making enough for you to live and not need a job you can then begin focusing on creating multiple income streams. When one takes a dip or dries up, others may thrive. Nothing will go wrong with all of them at the same time, as opposed to having a job which is just one income stream that can be gone as easily as saying “you’re fired” or “we have to let you go”.

8) It’s too risky! Really, it it.

I was making $55,000 a year working 60 hours a week as a 23 year old guy right out of college back in 2007.  Every month I got $3,000 in my bank account after taxes. Life was good. I was able to pay off the remaining balance of my college debt, save up some funds for retirement and not have to worry about money.

Until I quit at the worst moment in time.

Hitting unemployment and the 2008 market crash made it all but impossible for me to recover with a new job that was anywhere equal in terms of allowing me to live; and just like that my income, retirement, savings and future were a big question mark. Having a job is way to risky, I know first hand. I have much more confidence in my diversified online income than I ever did with a job.

9) Finacial security

Starting a business is risky as is having a job. BUT if you pull it off by learning and adapting through failure you will be able to make your own income basket that has no limit, then another basket, then another, and another.

When you have a job and no income apart from it you live obediently. You can’t say what you think, you can’t be honest completely and tell the truth because you need the income. Otherwise if you screw up or say the wrong ting you’re in trouble. Gone is all of your income, benefits, and social life.

10) Jobs are dangerously comfortable

Everyone in my previous life were not happy with their job. They complained about the commute, the pay, the work, the hours, lack of flexibility, tiny vacation time (for Americans we get 2 weeks on average) etc. Yet they buy products these companies sell us on, we watch their shows and what they create. We accept their vision of reality as truth for our own… and some even work for these very companies they despise.

When you work for someone else you get comfortable and lazy, you get set into a routine. You’re not really living. You’re just coasting and buying into vices to cover up the innate lack of personal fulfillment you get from working.

Fear keeps all of us in check, it prevents us from doing handstands on the proverbial ring of fire. But you limit yourself from doing something extraordinary because you fear failure. Don’t be mistaken, you should fear failure. I have failed. I have been broke. As a young person I can take more risk than someone who is 40 with kids – but failing is still terrible by any measure.

Regardless of your age however, you still need to answer the questions: How do you want to spend your days? What do you want to do for work? I think many won’t find the answer at a job.

Instead, take the leap. Figure out a way to become self employed. I use the Internet to make websites and consult. Convince your loved ones and have them support you. Then, follow through and don’t let them down.

11) When life blows up around you, you can adapt

Breaking up a relationship, having surgery, a loved one passes away, you get sick and need to sleep in, whatever. The nice thing about not having a job is not needing permission to take time to heal certain aspects of your life. You can be flexible with your time and take care of things without your employer thinking you’re lying or being lazy.

12) Unlimited vacation

As an American, the industry standard is 2 weeks of vacation a year for my home country. This is a crime. You need time to grow and expand your life and your mind. You need time to travel and experience new things. You can not have any meaningful experiences with only 2 uninterrupted weeks of freedom.

Yes you should go to the Maldives for a month. It’s beautiful. But you can’t. You only have 2 weeks, so it’s best to use that time to sleep in and recover from work. When you’re self employed you can take off time as you want.

I don’t need a 2 week vacation to recover from work because I’m not forced to be anywhere at any time. I can sleep in when I need to, and if I want to take a mini vacation to an island I can do that without asking permission from anyone.

13) Be more productive and get more work done with a flexible schedule

People are up at 7 and back home by 6. Wouldn’t it be nice to work when you’r e most productive? For me that is usually after waking up around 9, having a 1 hour breakfast while listening to music, and taking a stroll through the markets to pick up some food for the afternoon.

This whole business of 9-5 started because of factories, but now with an information worker it makes no sense. Some people work best at night, or mid afternoon like me. I can work when I am most productive and spend the other part of my time learning a new language or traveling.

14) Get paid in your sleep

When you have a job you only get paid when you work. There’s nothing inherently wrong with this, particularly if you’re making the transition from having a job to being jobless by way of  freelancing which is one of the best paths to get started on. But long term you want to build a proper business, and business are systems that operate without your constant direct input.

When I take one of my mini vacations and check my email seeing that I made affiliate commissions, ad revenue, and sales of my digital products, THAT’S a system. I can leave it alone and it works without me. Even this site you’re on now is an example of such a system that allows me to get paid based on the value I provide and not the amount of time I work.

15) LIVE anywhere

With an Internet business, all you need is an Internet connection. If you only made $1,000 a month, were single and debt free you could still quit your job and move to Asia like I did. If you did not feel comfortable living on a thousand dollars, then get a teaching job in Asia.

2 incomes as a single guy (or girl) who’s debt free is more than enough money to enjoy yourself and plan your next move. You’re making $2,000 in a part of the world where it only costs $800 a month to live a middle class life.

But if you have a job, you can’t. They decide where you live. Also, the better the job, typically the higher the living expense. By freeing yourself from having to be anywhere to do anything you can live anywhere in the world.

16) Learning how to support yourself without a job

When you have a job you gain limited experience at that job. Your mom will tell you that you need more experience to move up in the world but this is nonsense as you only repeat that limited experience over and over. This is fine until your skill set becomes obsolete. Then what?

Think of it this way – You can choose to gain experience in a job where you will grow dangerously comfortable, where you could be replaced or become obsolete OR you can gain the experience to enjoy financial abundance without a job for the rest of your life in the real world.

17) Having a job as your primary social outlet sucks

It’s ok to network with like minded people doing the same thing – but with jobs it tends to be social dead ends. When you want to grow as a person I find spending time with people who are where you want to be and cutting off people who are no longer a match essential for achieving goals. With jobs though, it’s difficult to do this. Also if one of your friends quits or gets fired, do you lose a friend?

For me my social circle dried up after quitting. I “fell off the ship” as I like to call it and lost all connection to my peers. Many of whom I went to college with. I might as well have died.

Also, this happened before. When I worked in the Air Force as a crew chief – a male dominated work force, I never got to socialize with women. Imagine 20 years of never socializing with women at work?

No thanks.

When you have an Internet business that allows you to live and work anywhere, your whole world opens up new social connections that are much more fulfilling than hanging around with a bunch of dudes dressed in J Crew.

18) Learning how to make friends

When you’re on your own without a job or school to force you into a group, you need to make friends on your own. Some are naturally sociable. For others being self employed forces them to grow and expand this area of there life. It may be painful and confusing at first, but once you can make friends, you know you can make friends anywhere you go – which makes you even more independent and free.

19) Being able to go for a walk on Tuesday morning and take an afternoon shower 

It goes without saying that this would not be possible with a job, but it’s a nice little benefit 🙂

20) Prepare your own food

When you don’t have to get up a 7 am to rush for work at 8:15, you can actually sleep in and make your own food. When I worked at PWC we would always eat out for lunch and dinner. It’s part of office culture.

Yea you can try to “eat healthy” but when your work day involves sitting around in front of a laptop for 11 hours a day a it’s inevitable that you’re going to get fat.

When you work for yourself however you can prepare your own good food that’s also good for you and while you’re at it you can also make higher quality coffee or tea than you could ever get in an office.

21) No deferred retirement plan

When I worked at PWC I literally though wow I’m going to be 23-26 as an associate, then 27-30 as a senior associate, then 31-34 as a manager, then 35-40 as a senior manager, then if by the grace of the financial gods I would be on track to make partner by 41.

BUT wait! As a partner you need to pay about a million dollars to get into the partnership. SO, 41-43 is paying off the debt to become a partner. NOW 44-55 I’m making over $500,000 to $800,000 a year. By the time I’m 55 I can retire and be set for life.

This it what is meant be deferred retirement. Thinking like that. Living in the future.

Work during your good years so you can retire and then enjoy life. How about this?

Enjoy life now.

Travel now when you’re young, healthy, and the ladies still take a liking to you. Money matters, but you don’t take it with you and you’re going to be dead soon enough.

We all need time to rejuvinate our lives. I like to go for motorcycle rides, read, and wander around a new place when I need to take a week or so off. You can’t do that with a job.

22) You don’t have to sit at a desk

…or shop at J Crew and the Banana republic. Beige no longer needs to be your favorite color. You can also skip out on shaving for a day or two if you like.

23) Being able to be outside in the sun

When I worked as an air craft mechanic, I hated being out in the cold winters working on a plane. When I was working in an office I hated being couped up inside when it was so beautiful out. When you have a job, you don’t even have the freedom to choose when you can go outside and for how long.

24) Do meaningful work

Jobs don’t want you to change the world or help people, they want you to put the “customer/client” first and maintain the status quo. When you don’t have a job, you can focus on important projects that make a difference.

You can focus your work to help people, and you can leverage your flexible schedule to participate in projects that are making a difference. I enjoy volunteer teaching in poor villages out in rural Asia. I dictate when I volunteer and when. Not a job.

25) You can try again and again.

You will most likely never build long term wealth with a job. Entrepreneurship is the only means (apart form a lottery or casino) that allows the average person who is of reasonable intelligence and born in a western democracy to obtain wealth.

With sports, you get one shot. With music you get one shot. With acting, you get one shot. But entrepreneurship? You can fail again and again my friend and still get back on that damn horse.

26) Being jobless on your own terms keeps you alive and well

Imagine being able to sleep when you need to, go to the places when you want, work when your most productive. Also imagine having to make friends yourself, manage your time on your own, be creative and think of solutions to novel problems.

Taking the very risk itself to do what you want and accepting the uncertainty of doing your own thing keeps you on your toes. It makes you more alive, more human and a better more interesting, attractive, and dynamic person in the long run.

What is the worst case scenario?

How likely is it? Whats the best case scenario? Regardless of what you do or don’t do one thing is for certain. You’re going to be dead soon. You might as well get busy doing fun stuff.

Does this mean you don’t have to work hard?

No – unless you’re rich you always need to work – it comes down to how you want to spend your time? I don’t have the answers. I’m the impostor. For all my failures I should be working in a warehouse driving a fork lift.

But I’m not – I carved my own path and know from experience that working for myself is so much better than having a job.

I’m not sure if this is for everyone, but if you’re looking for a freer path, self employment and entrepreneurship might be the answer you’re looking for.

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