08/08/2025
We hear it all the time: "Do what you love."
And while I believe in the importance of meaningful work, I also recognize a harder truth not everyone has the privilege to walk away from a job that pays the bills. For many people, a job isn’t just a career; it’s survival. It puts food on the table, pays rent, and supports loved ones.
Still, more and more people especially younger generations are choosing to leave jobs that no longer align with who they are. They’re not afraid to walk away from roles that drain their energy or hurt their mental health. And that’s a brave thing to do.
But quitting your job is not a light decision. As someone who has been in the workforce for nearly a decade, I’ve felt the pull to leave more than once. There were days I wanted to walk away from my 9-to-5, especially when I wasn’t feeling fulfilled. But responsibilities kept me grounded. Bills don’t pause for passion. So before you send in that resignation letter, here are 5 honest questions you should ask yourself:
1. Why am I quitting?
Be brutally honest here. Are you burned out? Uninspired? Dealing with a toxic work environment? Or do you just need a break? Sometimes, dissatisfaction is temporary caused by a difficult project, a tough boss, or personal burnout. Other times, it’s rooted in something deeper that won’t go away with time.
Understanding your true motivation helps you figure out if you’re making a reactive decision or a necessary one. You don’t have to justify your feelings to anyone else, but you do need clarity for yourself.
2. Where will I go next?
Quitting sounds freeing until reality kicks in. What comes after?
This question matters, especially if you’re financially responsible for others. Are you planning to move into another job? Start your own business? Take a break? Travel? Go back to school?
If you have a plan, great. If not, take a moment to map it out. You don’t need all the answers, but you do need a rough idea of what comes next. Quitting without a plan is a privilege not everyone can afford.
3. What am I going to do realistically?
Let’s be honest: “I’ll figure it out later” is romantic in theory, but risky in real life. Sure, some people have done it and succeeded, but many others have struggled with uncertainty and financial stress.
Before you quit, think about your savings, support system, skills, and options. Will you freelance? Learn something new? Take a break? Sometimes we want to leave so badly we don’t think about what leaving actually looks like. Think about it now before it’s too late.
4. Am I running from something or toward something?
This is a big one. Are you leaving because you’re chasing a dream or just escaping a nightmare?
There’s nothing wrong with walking away from a toxic job. But if you’re constantly switching roles without a clear sense of direction, the problem might not be the job it might be deeper. The goal is not just to run, but to run towards something better. Growth. Alignment. Peace. Purpose.
5. Can I afford to quit right now?
It’s not the most exciting question, but it’s essential. Can you survive financially and emotionally without a paycheck for a few months? Do you have savings, a backup plan, or support?
If the answer is no, don’t quit just yet. That doesn’t mean you’re stuck forever. It just means you need more time to prepare. Build your emergency fund. Start your job search quietly. Do the behind-the-scenes work that will set you free later.
- Final Thoughts
Quitting your job can be empowering but it’s not always simple. There’s no one-size-fits-all advice here. Every person’s situation is different, shaped by responsibilities, finances, and emotional capacity.
If you're unhappy, that’s valid. But before you take the leap, ask yourself these questions. Not to talk yourself out of it but to make sure you’re jumping with your eyes open, not just your heart.
Leaving can be a brave choice. But so is staying while you prepare for something better.
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