How to Know When You're Ready to Quit Your Day Job and Work for Yourself Full-Time

Author: Waterloo Coaching Clinic

Waterloo Coaching Clinic

The thought of quitting your day job to work on your side hustle full-time is a scary but exciting one. On one hand, you have the stability of a regular paycheck and the benefits that come with working for someone else. But on the other hand, you have the freedom and flexibility of being your own boss. So, how do you know when you're ready to take the plunge? Here are five signs that indicate you may be ready to quit your day job and work for yourself full-time.


1. You're Constantly Thinking About Your Side Hustle
If you find yourself daydreaming about your side hustle or thinking about it even when you're not working on it, it may be a sign that you're ready to turn it into a full-time gig. When you're passionate about something, it's hard to turn your brain off and stop thinking about it. If your side hustle is constantly on your mind, chances are good that you're ready to make it your full-time job.

2. You Don't Enjoy Your Day Job Anymore
Another sign that you may be ready to quit your day job is if you don't enjoy it anymore. If going to work each day feels like a chore or if you find yourself dreading going into the office, it's probably time to move on. It's important to be passionate about what you do for a living, and if your day job is no longer providing that satisfaction, it may be time to look for something else—like working for yourself full-time on your side hustle.

3. Your Side Hustle is Making More Money than Your Day Job
If your side hustle is bringing in more money than your day job, that's definitely a sign that you should consider quitting your day job and working for yourself full-time. Money isn't everything, but it is important, and if you can make more money by working for yourself, why not give it a shot? After all, there's nothing stopping you from going back to working for someone else if things don't work out the way you hoped they would.

4. You Have a Sustainable Business Plan
Quitting your day job without having a solid business plan in place is a recipe for disaster. If you're serious about making the switch to working for yourself full-time, make sure you have a sustainable business plan that will help keep you afloat financially while you're getting your business off the ground. Once you have a plan in place, quitting your day job will be much less daunting—and far more likely to result in success.

5. You're Ready for a Change
Finally, sometimes the best indicator that it's time to quit your day job and work for yourself full-time is simply that you're ready for a change. If you feel like you've been stuck in a rut at your current job and are itching for something new, entrepreneurship may be the perfect solution. Working for yourself can be scary, but sometimes taking a leap of faith is exactly what we need to jumpstart our careers and our lives. 


Making the decision to quit your day job and work on your side hustle full-time is no small feat. It's important to carefully consider all of the factors involved before making such a big decision. However, if any (or all) of the five signs listed above apply to you, it may be time to take the plunge and go after your dreams of being self-employed. Feeling lost and needing guidance stepping into your full potential? Reach out today and schedule a complimentary one-hour coaching conversation to determine if Executive Coaching may be right for you.