How To Know When To Quit Your Job And Work For Yourself

Note: I wrote this post in early 2014 and since then so much has changed. I realized that I don’t hate working for other people at all. I hate working for companies that don’t offer any flexibility. I still think freelancing is a great option but I’ve also become open to the idea of working for a company if the opportunity is the right fit. I love my job but I need to love my life too. Ya know what I mean?

Anyway… on to the post.


How do you know when to quit your job?

I’ve been getting this question a lot lately. The answer to this question wasn’t easy for me and although I was happy when I quit I still second guessed myself and wondered if I was doing the right thing.

I decided to quit my job once freelancing and working a soul draining job ruined my quality of my life.

There was no time for fun in my day, no time to market myself or grow, and no time to enjoy my life. Once I came to those realizations I decided it was time for me to quit so that I could dedicate time to myself.

Other people who decide to quit their jobs to focus on freelancing full time do so for completely different reasons so unfortunately I don’t think there’s one right answer to this question. It depends on you and what values you place on certain things in your life.

Here are a few questions I recommend asking yourself before deciding to quit your job as well as my answers to them.

What do you value more, money or time?

I value my time. I want to make support myself financially but I also want to be happy most of the time. So many people dread 5 days out of the week and that’s just sad. Money is important to me but for now the perks are more important.

Can you support yourself without your day job? Will you be able to pay your bills, grow your business, and still have a little extra for fun?

When I quit the answer was yes. It’s hard to quit your day job when you can’t pay your bills. You’ll be so worried that you really won’t enjoy your free time. If you’re ready to quit your 9-5 but aren’t making quite enough you can always work part-time or change your lifestyle. Again, it depends on what you value more. Freedom or stuff.

How would you use the extra time?

I wanted to use the extra time to work and have fun. I didn’t want to quit my job and be unproductive and lazy although if I’m honest I do have those days. Instead I want to travel and enjoy the sun when it’s shining.

Can you deal with instability? 

You will not make the same amount of money from day to day or week to week. It will fluctuate and you have to be ok with that. I am.

I’m afraid and I know I’ll make mistakes but in the end I will be proud of myself for not letting fear ruin what I want out of life.

Have you are are you thinking of quitting your 9-5?