Intan Ruziana Octavia

Thoughts on anything related to workplace and career wellbeing

To Stay or Leave: How to Know (Exactly) When to Quit

For years you believe that your current job is your true calling. You love the day-to-day responsibility and are interested in the industry. In college, you’ve been involved in lots of things that related closely to your job now. So when you apply to the role and get the job you thought you’ve landed your dream job.

A few months kick in and you start feeling bored.

Instead of living life to the fullest, you spent a lot of time behind your computer, dealing with endless to-do list. Your boss keeps pushing you for ‘numbers’. You’re so busy at work that you feel disengaged from your friends, family and even teammates. Sometimes you feel like a robot and lost all your purpose. And you thought to yourself “this is tough, should I quit now and make a new start or stay?”

Tired and feeling like giving up. I have been in these moments before and I bet you too. In fact, it’s very human to feel this way. There’s a stupid quote saying, “quitters never win. And winners never quit”. Why did I say that’s a bit of stupid advice? The reason is quite simple—there’s no point staying in a place where all you feel is just frustration, especially if you feel like you are capable of doing more than what you’re doing now. Apart from that, there’s a possibility that you will turn into a toxic in the organization.

This whole topic may sound very counterintuitive because people said it’s the mindset that we have to change. They say it’s not about the jobs, environment, majors, partners, etc. But let’s face it, quitting gives room for change. It can bring you a fresh start and eventually leads you to be more alive, happier and productive. Even though, this is not always the case, quitting also helps you point to new ‘direction’ that you may never think before.

However, there are two sides to every coin. Quitting sometimes doesn’t help at all. There’s a big chance that you still have a miserable day and life even after you move on to what you called ‘the next stage’.

So how do we know the difference when to quit and when to stick? In The Dip, Seth Godin explains there are several easy signs that tell the difference:

Quit; The Dip or The Cul-De-Sac?

First thing first, know your motives and understand your current situation. Seth Godin says that you should understand whether the roadblock you’re facing is the Dip or the Cul-De-Sac.

The Dip is “a long slog between starting and mastery”. Which means it’s worth doing and you shouldn’t quit at this stage. The Dip is a moment when you visualize that things you do now will be fruitful and align with your real purpose, mission, and goal. The Dip is also what separates the best in the world from everyone else.

On the other side, there’s a Cul-De-Sac which in French means “dead-end”. Godin says this is a situation where you work and work and work but nothing much changes. This is the moment when you treat your job merely only as a job. The time when you own the ‘employee’ mindset and just go with the flow.

If you’re still not sure which ones you are facing now, maybe you can try to answer some of these questions:

“Is there any potential of me being the best in the field?”

“Do I feel more energized, content, and accomplished when I ‘win’ the ‘game’?”

If you say “hell, yeah” to any of the above, then that’s probably the Dip. Once you feel that it is the direction that you want to pursue, then you should keep going even if the odds aren’t in your favor yet.

Be Exceptional or Quit

When you find yourself at the crossroads, you only have two choices whether to continue and be exceptional or quit. Don’t be the average and stop being just ‘survive’. When you realize you’re at Cul-De-Sac, or in the moment you realize the journey is not worth it, I suggest you quit now. Don’t be toxic in the organization. Don’t wait until you’re ‘ready’ because you’re not just wasting your time & energy, but also the resources around you.

Be smart about your choice. Quitting is not equal to failing anyway. If quitting can lead you to another awesome direction, then why not? Yet, if deep down yourself you can visualize that the journey is worth it and you have the potential to be great at it, then don’t quit just because you’re having the stress of the moment.

We’re all have different motivations at work, yet you have to understand that feeling tired, overworked, and stress are all actually normal. Those feelings will come and go no matter how much you truly love or passionate about your job. Your sense of purpose is eventually the key that keeps you move forward.


Godin, Seth. 2007. “The Dip: A Little Book That Teaches You When to Quit (and When to Stick).” iBooks. 

This writing also published on Arianna Huffington’s Thrive Global


Intan is a full-time talent hunter, copywriter, and an avid reader. When she's not writing or busy finding great talent, you can find her reading books, listening to podcasts, or hanging out with her friends at malls in Jakarta, Indonesia.

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