9 Surprising Reasons You Hate Every Job You’ve Ever Had!

9 Surprising Reasons You Hate Every Job You’ve Ever Had!

Hating a job is absolutely normal!

Most people who have been active in the workforce for a few years, including me, have worked at least one job they hated for some reason.

However, hating every single job you’ve ever worked, is a whole other story…

Leaving such a situation unresolved could result in you completely despising every single second of the rest of your work-life.

This is such a pity, especially considering that we spend at least 50% of our waking hours at work…

In this article, I’m going to shed some light on some of the most prominent reasons that you might be hating every job you’ve ever had, hopefully helping you break this vicious cycle and eventually landing a job you like or maybe even love…

Here’s a quick overview:

  1. Looking For Happiness in the Wrong Place
  2. You Don’t Know What Makes You Happy
  3. You Haven’t Experimented Enough
  4. You’re in the Wrong Field
  5. 9-5 is NOT for You
  6. You Are Prejudiced
  7. You Have Other Dreams
  8. You Keep Blaming Others
  9. Mental Illness

Let’s dig deeper, shall we?


Why Do I Hate Every Job I Get?


1 • Looking For Happiness in the Wrong Place

So, Why Am I Still So Unhappy

The first reason that might be keeping you stuck in a pattern of constantly landing jobs you hate, could be that you keep picking them using the wrong criteria.

For instance, you might be picking only jobs that pay exceptionally well, based on the assumption that making more money will make you happier…

Maybe, you keep going after jobs that your parents approve because you’re afraid of them or because you don’t want to disappoint them…

Or, you might be pursuing only jobs that’ll make you look prestigious and important in order to gain the acceptance of your peers.

The thing is that working a job that you’re not happy about for the sole purpose of attaining something superficial that you believe is going to make you happy, either this is money, prestige, approval, or whatever, is a surefire recipe for NOT being happy.

I learned that the hard way…

I was “stuck” in a job I hated for 2 years just because its paycheck allowed me to live a better lifestyle.

But despite living that better lifestyle, during those 2 years, I was the most miserable I’d ever been in my life…



Focus on getting a job that you could potentially enjoy even if it pays a little less and you’ll have to downgrade your lifestyle, or even if it’s less prestigious, or even if it’s not approved by your parents.

Chances are that actually enjoying what you do for a living is going to make you a whole lot happier than having money to buy the most expensive and latest crap, or gaining the acceptance of your peers, or not disappointing your parents ever will…


2 • You Don’t Know What Makes You Happy

I Have No Idea

The second reason that you’ve been unable to land a job that you haven’t hated might be that you don’t really know what kind of job would make you happy…

Simply put, if you don’t know what makes you happy in a job, it’s nearly impossible to find a job that makes you happy.

As mentioned earlier, I used to work a job I hated for about 2 years.

During that time, I was constantly job hunting…

However, I didn’t have the slightest clue about what kind of job I’d actually enjoy working and I really didn’t have the time or energy to even bother finding out…

I just wanted a way out ASAP and I was ready to take any job that came with a decent salary and a relatively normal working schedule.

Eventually, I managed to land such a job and ended up quitting the one I hated.

At first, I was really ecstatic but unfortunately, it didn’t last long…

A couple of weeks into that new job, I realized that I hated it too, and I actually ended up quitting it 4 months later without even having anything else lined up



One of my favorite philosophers, Alan Watts, supported that the main reason that you don’t know what makes you happy is that you don’t really know yourself…

So, start getting to know yourself better.

Figure out what you’re passionate about by answering questions, such as:

  • What makes you lose track of time?
  • What do you like spending your money on?
  • What kind of activities would you engage in daily if you didn’t have to work?
  • Have you ever lost sleep due to being excited about something that would take place the next day?
  • What do you love doing in your free time?

Consult a career counselor and/or a life coach.

List every single thing you’ve hated about each of your past jobs and try and avoid all the jobs that come with similar characteristics.

Make a list of all the things you liked about your past jobs and try to locate jobs that display similar characteristics.

Once you start figuring out what truly matters to you and what you don’t give a sh*t about, it’ll be a whole lot easier to finally figure out a way to make your living by doing something you actually enjoy.


3 • You Haven’t Experimented Enough

Expanding on my previous point, another reason that you might have no clue about what kind of job you’d enjoy working is that you haven’t experimented with enough diverse jobs…


I know that this might sound kind of counterintuitive but hear me out…

Until you figured out what your favorite food is you’ve probably eaten foods that you just liked, foods you barely liked, and foods that disgusted you.

Well, the exact same principle applies to jobs…

Yes, there are definitely people who know from a very young age what job they would love to be working for the rest of their lives.

Those lucky ducks…

However, the rest of us who have no clue, have to go through a ton of trial and error to figure that out.

In fact, just as the case is with food, the more jobs we experiment with, the higher the chances of stumbling upon one we actually enjoy.

If you’re thinking about going down that road, here’s what you should do…

Go for jobs in various fields… Try jobs in large companies, small family businesses, near your house, far from your house, office jobs, outdoor jobs, etc, etc.

Stay at each job for at least 2-4 months but no more than 1 year.

Write down as much as possible about each job – what you loved, what you liked, what you hated, what you didn’t like but could live with, etc.

Yes, the whole process will undeniably be extremely hard as you’ll have to keep

  • adjusting to different work environments
  • learning new skills, practices, and procedures
  • meeting new people
  • changing managers and bosses
  • etc

And yes, it’ll probably take a few years until you finally end up working a job that you enjoy.

But let me assure you that this is probably one of the best, fastest, and most effective ways to break that cycle of hopping from job you hate to job you hate once and for all.


4 • You’re in the Wrong Field

Wrong Way Sign

If every single job you’ve hated was in the same field, then chances are that your problem wasn’t the jobs themselves but rather the actual work you did.

Allow me to give you an example…

In 2017, I got hired as a customer service advisor at a large multinational company.

Everything about that job was nearly perfect!

My boss was cooperative and understanding, my coworkers were all very friendly, the environment was pretty warm and comforting, the paycheck was high, I was offered a lot of bonuses, and the company had actually been listed among the best places to work for multiple years in a row.

However, there was one thing that I truly hated about that job…

It was my work…

My daily duties consisted of listening to people bitching about gaps and failures in the company’s services over a telephone line for 8 hours straight.

Yeap, it was awful!

Anyway, 2 years later, I left that customer service job for a very similar job in a smaller firm which I thought I’d like better.

Needless to say, I ended up hating that new job within a couple of weeks.

What I’m trying to point out is that if what you’ve hated until now are not the jobs but rather your work, then you need to start considering a career change because chances are that you’re going to hate every single job in that same field.


5 • 9-5 is NOT for You

According to the norm, the default path every single person is meant to follow is:

  • Step #1: Go to school
  • Step #2: Graduate college
  • Step #3: Land a job that pays well
  • Step #4: Live happily ever after

While there’s nothing really wrong with that path, what’s wrong is that society, family, culture, media, etc have the tendency to impress upon us from a very young age that it’s either this or you become a failure, miserable, and a homeless junkie.

This couldn’t be further from reality…

While there are definitely people who are pretty happy with leading this mainstream lifestyle, it’s impossible for every single person to fit into the exact same box.

Truth is that more and more people come to the realization that it’s impossible for them to conform with being part of the 9-5 rat race for their entire lives.


I’m one of those people myself!

Despite being a relatively good student, having a network technician degree, and having worked a bunch of jobs I actually liked, I always hated this 9-5 lifestyle…

Thankfully, there are actually dozens of ways towards making a living other than working a regular job, such as:

  • Freelancing
  • Consulting
  • Selling stock images
  • Becoming a YouTuber
  • Dropshipping
  • Print on Demand
  • Selling courses and/or ebooks
  • & more

The way that I personally utilized to escape the 9-5 rat race was by building a full-time income online with affiliate marketing.

Working a 9-5 job is definitely not the only path to becoming happy and successful.

As you can see for yourself, you’ve got options…

Probably more than you’ve ever thought you had!


6 • You Are Prejudiced

Multiple negative experiences regarding a specific aspect of your life could make you prejudiced towards it.

For example, the more you keep stumbling upon jobs you hate, the more unable you could become to feel anything positive about any kind of job, lose all hope, and assume that all jobs suck…

However, that’s definitely not the case.

Personally, I’ve worked a vast variety of jobs…

I’ve worked jobs I kinda liked, jobs I enjoyed, jobs that bored the sh*t out of me, and jobs I absolutely hated.

And four lessons I’ve learned during all that time are that:

  1. Every job is different
  2. No job is perfect
  3. All jobs have their pros & cons
  4. You can’t know if you’ll hate a job until you actually do it for a while

Assuming that every single job is equally bad just because you happened to hate a couple of them in the past can only set you up for disaster…

Do you know what confirmation bias is?

Well, confirmation bias is the tendency of subconsciously acting in such a way so that your experiences will unfold based on your beliefs about them just to confirm to yourself you were right.

For instance, you might end up hating a job that you wouldn’t really hate if you didn’t believe that you’d hate it in the first place!



Just try to keep an open mind and avoid judging anything before you even get a taste of it… The assumptions derived from any kind of prejudice are wrong 99.9% of the time.

The only way to truly figure out if any given job is something you’d enjoy or not is to actually work it for a little while.


7 • You Have Bigger Dreams

Bigger Dreams

Dreamers are predisposed to hate all 9-5 jobs mostly because they tend to hold them back from achieving their dreams…

This is one of the reasons that I grew to hate my last 2 jobs – they were both standing in the way of fulfilling my dream of building a successful online business.

And this is also why I decided to ditch 9-5 altogether…

To give my dream a chance to come to life by devoting 100% of all my time, energy, and attention to achieving it.

I won’t lie to you…

At first, I was scared as f*ck.

I was afraid that I’d run out of money, that my business would fail, that I would never be able to find another job if needed, and a million other things.

However, not only nothing of what I was afraid of actually happened but in the hindsight, quitting 9-5 was one of the best decisions I could possibly make as it resulted in me earning my living while doing something I absolutely love.

If you have a bigger dream than being a corporate drone, then f*ck 9-5 and just go after it because let me assure you that no job can ever be as fulfilling as pursuing what you dream of.

I know that the idea of not having a secure job and a steady salary for a while probably scares the sh*t out of you.

I also know that you’re probably scared sh*tless about failing to achieve your dream.

However, let me point out here that if every dreamer exchanged their dreams for a secure job, a steady salary, and peace of mind there would be no Apple, no Microsoft, no art, no music, no websites like this, no movies, no TV shows, and no companies to work for in the first place…

Everything you see around you, everything you enjoy, and everything you can’t live without, have all been made possible by dreamers who took risks and settled neither for secure jobs that aren’t really secure nor for steady salaries that aren’t really steady…

Do you wanna know why?

Because settling for security is NOT worth the misery, the suffering, and regret.

No amount of security is worth the suffering of a mediocre life chained to a routine that has killed your dreams. – Maya Mendoza


9 • You Keep Blaming Others

I Blame You!

Nowadays, more and more people tend to keep blaming everything but themselves for their own mishaps.

If in your eyes, the hatred that you felt towards every single one of your jobs was always caused by someone or something else outside of yourself, then chances are that you’ve fallen victim to the blame game as well…

Don’t get me wrong…

It’s absolutely normal to end up hating a job due to an insensitive boss or mean colleagues or extremely demanding clients.

However, hating multiple jobs in a row for the exact same reason indicates that YOU are probably the one doing something wrong.

Maybe you don’t have a solid job-screening process. Maybe your bosses felt like being insensitive because you are overly sensitive… Maybe your colleagues were mean to you because subconsciously, you were mean to them as well. Your clients might have seemed way too demanding because you were not doing your job right.

Whatever the case, when any kind of situation takes place recurringly in your life, it’s most likely because you haven’t bothered to address it.



Hold yourself accountable and assume responsibility for everything that’s going wrong in your life.

You are not the victim of your circumstances… You’re their creator!

At the same time, don’t beat yourself up.

According to A Conscious Rethink:

No one has ever gotten anywhere in life without experiencing some major failures along the way.

Every single mistake we make, from the tiny ones to the big ones, teaches us life lessons and allows us to grow.

So, next time you mess up, fight the urge to blame others for your failures by thinking about what you could learn if you owned up and accepted responsibility.

You can then reflect on why things happened the way they did, and figure out ways to prevent them from happening again.


10 • Mental Illness

I Think I Need Help

Many studies have shown that working a job you hate could adversely affect your health, both physical and mental…

However, apparently, this works the other way around as well…

A few days ago, I came across an article on Frugality Magazine.

According to that article, there was a discussion board in Reddit whereas people were venting about how much they hated their jobs (probably r/jobs).

One day, a person joined the discussion and claimed that he had no clue as to why he hated his job so much until he spoke to a doctor and got diagnosed with depression.

Symptoms of depression include reduced feelings of pleasure and increased negative thoughts…

So, what was causing that guy to hate his job wasn’t the job itself, or his boss, or his duties, or whatever, but rather his depression.

According to him, once he started receiving treatment, he actually started enjoying his job way more.

While I’m no doctor, if you’ve really hated every job you’ve ever worked, I suggest that you consult with a therapist ASAP to figure out if your dissatisfaction could stem from some kind of undiagnosed mental condition.



If you’ve hated every single job you have worked then the problem is probably you and not the jobs themselves…

Maybe you thought that making more money is the way to happiness and you keep taking jobs only because they are offering you higher salaries… Maybe you are in the wrong career or maybe you just can’t thrive in an environment where you have to keep following orders… Maybe you are destined to quit all jobs forever and become your own boss!

Whatever the case, if you want to end up making your living by doing something that truly satisfies you, or at least finally find a job that you won’t grow to hate, you have work to do with yourself!


  • How many jobs you hated have you worked?
  • What were the main reasons that you hated them?
  • Have you managed to find a job you don’t hate yet?

Leave a comment below and let us know all about your story…

Or just vent and get it all out of your chest!


If you have any questions or need any further help or guidance from me, I encourage you to email me at xaric@dearboss-iquit.com or drop me a PM on my Wealthy Affiliate Profile.

Whatever the case, I will get back to you as soon as possible.

My best regards to you,


This Post Has 22 Comments

  1. Mel

    Hi Xaric,

    I find myself in this situation as well. I have had 5 jobs in the span of 10 years. I have hated all of them. I started my current job in March, with extremely high hopes, only to now search the internet and see if I am the only one who is a chronic job hopper.

    I believe numbers 1, 5, and 6 pertain the most to me. I realized last month, I am the problem, not the jobs. I now realize like many in the comments I have to take accountability and work on myself and for myself. I am interviewing life coaches, to see if they can help me pin down the best solution for me.

    Great article, thank you.


    1. Xaric

      Hi Mel, I’m so sorry to hear that you’ve hated all the jobs you’ve ever had. I know from my own personal experience that this is a very tough spot to be.

      However, the good news is that you now seem to have put yourself in a position that only a few people dare to put themselves in – you’ve admitted that there’s a problem that needs to be solved and you’ve started taking action to actually solve it.

      Good for you!

      If you need any additional help and/or advice, please don’t hesitate to reach out to me…

      I’ll be more than happy to help you out!

      Best regards,


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