There are so many things out there that scare the hell out of me. One is being poor again or even homeless. That would scare anyone. Job security is a real thing. But is it holding you back to embrace what you really want to do? Is it time to quit your job to pursue what you want?

I have the mindset to always progress my future. It is my millennial mindset. You can hate me for it but oh well. It has served me well over the years and has allowed me to progress through the ranks in jobs, unlike my older counterparts.

With anything I do, I have learned once I have acquired the skills in a job, I need to take them and move on to the next thing. Always making an ascending position application.

Job retention is not always in my favor. Job retention may be great for benefits like 401k and healthcare, but will it hold me back from actually progressing?

Moving on and growing is what is important to me.

I have always considered myself an entrepreneur although I have failed at most of them. I don’t care because I am in the process of my life. I learn so much from them. I always end up going back to working for “the man” but eventually I will learn enough to have one of my ventures stick. My passive income will become my primary income.

By failing I mean, did not make an actual sustainable living out of them.

Failure means something different to everyone. How do you define failure in your life?

For me, failure is a learning lesson.

Everyone goes through these lessons. Change your perspective to learn from failure is important.

So when someone stays for a job for 10 years and never promotes, I would call it a failure. It is their life choice just not mine. 20 Years from now, I don’t want to look back and have regret for never trying something new. Or just absolutely feeling stuck in a position.

A learning lesson of a failure.

After you decided to leave and try something else, you’ll now know to push harder in your promotions, be more verbal and more vigilant in getting what you want. This is very important. If your boss or partner doesn’t know what you want out of a job, how will they ever know?

When you get a new job, you should already have your next position decided. Where do you go to next? To the top is the answer.-Just make it realistic. From Busboy to CEO is not realistic. It can happen but you’ll need a larger timeline.

So.. to answer the question of when you should quit your job, the answer is when you stop learning from where you currently are.

You should never feel stuck or that you will never promote.

Always learn.

learn from your failures.

Without failure, success will never blossom.