Quit your day job and you’ll be more miserable- My Story

“Quit your day job and follow your dreams.”  That’s what she said and 3 months later she was back at work and feeling like a failure.

I see this all the time, people quitting their day jobs to go into full-time entrepreneurship and then panic sets in because they chased the idea of freedom instead of properly planning and being realistic.

The first time I quit my HR job in 2015, I was sick of the office politics; getting up in the morning and on the verge of a mental breakdown. With less than $2,500 in savings and a couple of sales on Poshmark, I truly believed that lack of time and the drama from my 9-5 were the reason(s) why my reselling business did not pop off.

Fast forward to my last day in the office, I was ecstatic that I was going to be a #girlboss. That my days will be determined on my own terms and that my transition into entrepreneurship was going to be a breeze.

Cue in the bullshit because on day three of “working for myself,” I was already looking for another job and within three months I was back in the office; in a harder more stressful HR role.

So what went wrong?  a lot, but most importantly…

My intention for leaving my 9-5 was emotionally driven and poorly executed

Ever meet a guy who’s good on paper or has a dope Tinder profile? Like the degree(s), job title(s) and extra stuff sealed the deal. And then you meet in person, and his personality was not a good fit.  Well, let’s just say, the business module in my head was the guy’s credentials, and my work ethic was his personality- SHIT.

I was unhappy with at my 9-5 and instead of trying to see the silver lining or at least attempting to get a new job, I was using my unhappiness as a form of validation. I was riding the wave that “being your own boss is better than listening to a boss.”

I put more value into the image of what a #girlboss was rather than putting the hard work it took to work for myself.

So before you ride the entrepreneurship train that sometimes goes nowhere, ask yourself the following:

  • Does your job suck or do you suck at your job?
  • Do you even know how to make money? consistently?
  • Can you continue to work a 9-5 and hustle from 6-2? (Thanks, Gary Vee)
  • Have you factored in what health insurance is going to cost you? Like really?

Because in a world where everyone wants to promote working for yourself- I’m here to tell you it’s okay to work for someone else.


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