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Should You Quit Your Day Job? 5 Important Questions to Ask Yourself

Should You Quit Your Day Job? 5 Important Questions to Ask Yourself
Credit: Neale Cousland/Shutterstock

Many entrepreneurs start their careers working as an employee rather than a business owner. While their goal might be to start their own company or be their own boss, until then, they have to make money somehow. There comes a time when these workers are ready to take the leap into entrepreneurship – but it's not always simple.

While you may be able to run a part-time business on the side for a while, eventually you'll have to decide if you want to continue on the side-hustle path or quit your day job to focus on growing your business. This decision requires much careful thought and consideration, because it's difficult to go back once you've decided to take that risk. Here are five questions to ask yourself before submitting your resignation. [Read related article: How 9 Entrepreneurs Knew It Was Time to Quit]

Entrepreneurship is no 9-to-5 job. You obviously must love what you do if you're going to make it an integral part of your life, but there needs to be more to it than that.

"Following your passion is often claimed to be good advice," said Ravi Raman, an ICF-credentialed executive career coach. "After all, we spend about 80,000 hours of our lives working. We should enjoy what we do for work; however, passion alone is not enough."

Raman advised asking yourself if your passion overlaps with a deeper purpose, like meeting the currently unmet needs of your customers, or if it's just something you're interested in pursuing for pure fun.

"When you can find a fit between passion and purpose … you will have a much better chance of success," he said.

It's important to make sure you know the full potential of the new business venture if you're going to invest your time and money into it.

"Before building a business, it’s critical that you verify market need for your idea," said Raman. "Before spending money on product (or service) development, and definitely before quitting your day job, you must verify that your customer would be willing to buy what you are planning to sell."

To better forecast the potential of your startup, research if and how competitors are successful in serving your possible customers, and see if you can presell or get feedback from your target before committing, Raman said. 

Any startup could fail, but how afraid are you of failing? Fear can be your biggest liability as an entrepreneur, so you must be sure this fear won't control you if you leave your job, said Nir Polak, co-founder of big data security analytics firm Exabeam.

"You can only allow yourself a small margin of fear when starting your own company," Polak said. "But it's also an important motivator to push yourself to be better. Everyone is afraid of failure, but I don't allow myself or my team to give up. You learn from your mistakes along the way and push on."

There's no such thing as a sure bet in the world of startups. There's always going to be risk involved, and if that risk isn't worth it for you, you may want to consider keeping your day job for a while. If it is, however, still proceed with caution.

"Hope for success, but plan for a challenging road ahead," added Raman. "Entrepreneurs tend to be relentless optimists, but it's vital that you have a contingency plan for a long path to finding product-market fit and profitability. If you are quitting your job to build your business, make sure that you save enough in an emergency fund to cover your living expenses for at least six months and potentially longer."

As you're weighing the pros and cons of quitting your job, don't forget to take timing into consideration. If you leave corporate life before your startup is truly ready, you'll likely end up failing.

"Don't rush into building the next big thing or try to become the next Zuckerberg," Polak said. "It's very easy to be too early to market, and if it is not the right time in the industry to launch, your great idea will be lost. Take the time to really learn the market and decide if your solution is something that potential customers will be interested in using. The most valuable thing you can do for a new company is to bring it into an environment that will nurture it. This isn't just the marketplace, but the employees you hire, and friends and family that will support you."

If you do think it's time for your startup to go to market, be sure you have enough money saved up to support yourself during the initial launch period. Most importantly, Polak said, when you're ready to take the plunge, do it with the same passion that led you to leave your job in the first place.

Additional reporting by Nicole Fallon. Some source interviews were conducted for a previous version of this article.

 

Sammi Caramela

Sammi Caramela has always loved words. When she isn't working as a Purch B2B staff writer, she's writing (and furiously editing) her first novel, reading a YA book with a third cup of coffee, or attending local pop-punk concerts. The only time Sammi doesn't play it safe is when she's writing. Reach her by email, or check out her blog at sammisays.org.