Quitting your job is a decision that shouldn’t be taken lightly. It’s a big risk to leave the certainty of a consistent paycheck, for the uncertainty of the unknown. But quitting your job to start a business, stay at home with the kids, or salvage your health can be such a rewarding experience.
I know just how scary and rewarding quitting can be. I quit my job last July to be a full-time freelance writer, and it felt absolutely crazy at the time. I have gone through all the ups and downs — paralyzing fear and insecurity, jam packed months, losing clients, and more.
It’s a roller coaster for sure. But there are ways to lessen the financial risk of quitting your job, by making swift and calculated actions for your future. Here are financial moves to make before taking the leap.
Chat with a financial advisor
Before you make the bold move of quitting your job, you need to have a chat with a financial advisor. Even if it’s just a brief consultation, they can make you aware of things you may not know that could potentially derail your future plans.
They can put you on the right path by reviewing your budget and see where there are any leaks. Is something in your budget that you know you won’t be able to afford once you quit? Can you lower your food or entertainment budget? Living on less now will make the transition less jarring.
A financial advisor will help figure out what your bare bones budget is — or what you need to survive each month. Knowing your bare bones budget can help you prepare your emergency fund and also give you a keen understanding of what you need to be bringing in.
Build an emergency fund
I know, I know. Nearly everyone in personal finance suggests that you need an emergency fund before quitting. But it’s true! It’s not a matter of if an emergency will happen but when.
Some experts recommend that people in debt should have some amount of money in an emergency fund, while the general consensus seems to believe that having three to six months’ worth of expenses is a good buffer. But what if you’re quitting?
The answer is: the bigger the better. If you can save up a years’ worth of expenses, that’s ideal! You’ll be able to relax and not rush into something or make hasty decisions. You have to remember why you’re quitting your job and be able to cushion yourself financially.
If there is one thing I have found, the amount you have saved is very personal, and is something your financial advisor can help you figure out. I saved up three months’ worth of expenses as I am currently in debt and am fairly low-risk — I don’t have kids, a house, a pet, or a car. I also have regular clients and am willing/able to hustle when need be.
In theory, it would be nice to have more, but I feel my money is well spent on repaying debt instead of keeping it in an emergency fund. Whatever you do, make sure it feels right for you and that you can sleep at night.
For me, going below three months’ of expenses starts to feel a bit like the danger zone. So remember, it’s up to you, but the more you have saved the better.
Research Health Insurance Options
After researching a good financial advisor, your next important step is to start researching health insurance options ahead of time. Employers typically pay a good portion, if not all of their employees’ health insurance, so once you jump ship you’ll be on your own.
You’ll want to research now to assess what your health insurance premiums will cost you. Depending on your situation, you could be in for a steep bill. I was able to easily find health insurance on the exchange without much hassle.
It’s amazing though how many solopreneurs I have met who are fearful of quitting their job because of the health insurance aspect. While it is a process to find a plan on your own, it’s not so difficult that it should deter you from quitting your job to pursue your dreams.
Pay Bills in Advance
One great way to financially prepare for quitting is paying bills in advance. If you are able to pay your rent or mortgage, utilities, insurance, etc. in advance, you’ll be in a solid position after you quit. The main thing people need to worry about when quitting is their cash flow.
So give yourself enough cushion to pay bills late, or keep your cash flow solid, by paying your expenses in advance. Your bank account will thank you later.
And you don’t want to wonder if you will be able to make it to the end of the month, so while you are still gainfully employed consider putting extra money towards your bills.
The Bottom Line
Quitting your job may be one of the scariest things you’ll ever do, but take these steps to mitigate the risk, and give your new career path a fighting chance.
You’ll be able to be a smart spender and saver, while pursuing your dreams. Prepare now, so you can have a carefree transition when you actually quit.


