14 Questions to Ask Yourself Before Quitting Your Job Are you ready to search for another job or follow your passion to start your own business? Like, really ready?

By Ceren Cubukcu

This story originally appeared on Personal Branding Blog

Shutterstock

Everyone had moments of being fed up with their jobs at some point in their lives. Sure, quitting your job frees you up for a lot of other possibilities but is it really the solution? Are you ready to search for another job or follow your passion to start your own business? Maybe you want to quit your job to travel the world but are you ready for it financially?

Quitting your job is a big decision and there are lots of different aspects of it to consider. You should carefully evaluate all pros and cons. Therefore, ask yourself the below questions to make sure you are really ready to quit your current job for something else.

1. What really frustrates me in my current job? (This can be job related or workplace related.)

Related: Why You Should Never Work Just For Money

2. What do I want for my career? What is my ultimate goal?

3. What makes me happy? What is my real passion?

4. Do I have a plan for a new job search? In what field am I going to search my new job?

5. How long will it take me to find another job?

6. If I want to start my own business, do I have a realistic plan to start it? Is the timing right? How much do I need to invest? How long will it take me to start earning money?

7. Am I financially secure? Do I have enough money to cover my expenses for a year?

8. What about health insurance or other kind of benefits like retirement? Am I willing to let them go for a while? If yes, for how long?

Related: How to Stay Calm in a Job Interview

9. How long have I been working in my current position? Have I gained enough experience from this job? What about my previous positions? How long have I worked in my previous jobs? Was it enough?

10. How is my current commute to work?

11. Is my work no longer challenging or are my tasks repetitive? Have I done everything I can to make it more interesting?

12. Do I have a career path in this company? Is this job professionally developing?

13. Is this decision made because of emotions? Am I having difficulty to work with my boss/coworkers?

14. Am I being overworked? Is this decision made because I don't have any work/life balance? Is it always like this or are only certain periods of the year busier than others? (For example, accounting firms have a busy season from Fall until Spring so employees generally work overtime during this period.)

Related: How to Stop Wasting Time at Work

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Celebrity Entrepreneurs

From Hollywood to Harvest — How Zooey Deschanel is on a Mission to Make Fresh Produce More Accessible

Along with her business partner and ex-husband, serial entrepreneur Jacob Pechenik, Deschanel founded Lettuce Grow. This hydroponic vertical garden system allows you to grow fruits, vegetables, herbs and edible flowers at home.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

Elon Musk's xAI Claims Its New Grok 3 AI Is Better Than ChatGPT and DeepSeek: 'Seeing the Beginnings of Creativity'

xAI debuted the new AI on Monday, claiming it has 10 times the computational power of Grok 2.

Business News

Your Old Apple AirPods Can Soon Act as an Over-the-Counter Hearing Aid, According to the FDA

The new software is compatible with the Apple AirPods Pro and accessible through iOS — for free and now FDA-authorized.

Business News

'Unprecedented in Our 53-Year History': Southwest Airlines Announces Its First Mass Layoffs Ever

The airline is eliminating 15% of its corporate workforce, including many in senior leadership positions.

Side Hustle

This 30-Year-Old's $6,000-a-Month Side Hustle Started Making Money 'Immediately' — But He's Not Quitting His Day Job

Derrick Mathy works in orthopedic surgical device sales and is on a mission to bring people together in real life.