Adam Grant’s book, Originals, is a great read for any budding entrepreneur—especially if you feel like you’re not a “real” business owner unless you quit your job, sell all your stuff, and put every last resource you have into building your shop.
In 2026's remote/hybrid work era, it’s often possible to build a retail side business without immediately leaving your day job—so long as you manage time, expectations, and legal/ethical boundaries.
Key takeaways
- Keeping your day job can reduce financial pressure while you validate demand and operations.
- Separate your employer’s time, tools, and confidential information from your side business.
- Use flexible work arrangements (where allowed) and strong time management to avoid burnout.
- Systemize and outsource repeatable work so your business can grow without consuming every hour.
“In a fascinating study, management researchers Joseph Raffiee and Jie Feng asked a simple question: When people start a business, are they better off keeping or quitting their day jobs?” Grant writes.
Many of us assume successful entrepreneurs are successful because they took big risks. We assume going all-in and leaping from your job to focus on your retail business idea full-time is the only way to make it work.
But the study Grant shares tells a different story. “Entrepreneurs who kept their day jobs had 33% lower odds of failure than those who quit,” he says. WIRED (2016) reported this finding while summarizing research by Joseph Raffiee and Jie Feng.
So, is it better to continue toiling at your 9-5 while building a side retail business? While neither way is “wrong” per se, Shopify is here to make a case for playing the long game—grow slowly to ensure stability. And here’s why.
Yes, You Can Be an Entrepreneur With a Day Job
The business owners who worked to build something big on the side aren’t just random entrepreneurs.
Founders of companies like Warby Parker, Apple, and Google all stayed in their full-time positions (or graduate programs) as they worked to launch their ventures.
Even creatives like John Legend and Stephen King maintained other day jobs for a period of time after releasing their first successful albums and books.
So don’t let anyone tell you that you can’t create a business on the side. In fact, you can tell them that doing so makes you more likely to succeed.
As Grant points out, this not only mitigates your risk. It alleviates a number of pressures, which could allow you to be more creative in how you build your business.
“Having a sense of security in one realm gives us the freedom to be original in another,” he writes.
By covering our bases financially, we escape the pressure to publish half-baked books, sell shoddy art, or launch untested businesses.
Keeping your day job while you manage your side business helps you diversify your opportunities, and gives you a backup plan in case things go wrong.
That explains why it makes sense. But what this doesn’t cover is how to make it work.
And managing your side hustle while working your day job is a lot of work. You’ll need some strategies to handle your time, tasks, and energy to avoid burnout and successfully uphold your varied responsibilities.
Don’t Blur the Lines Between Your Job and Your Business
If you’re running a business on the side of your day job, make sure you’re not launching a company that could be considered a competitor of your employer. This can create a conflict of interest with your 9-5 gig.
Also, be careful about restrictions in your employment paperwork. In the U.S., noncompete enforceability varies by state and role, and the FTC’s 2024 noncompete rule has been tied up in court and is not in effect. Regardless of where you live, it’s smart to review your offer letter, employee handbook, and any confidentiality, invention assignment, or non-solicitation terms before you invest heavily in a side business.
You also want to ensure your actions aren’t blatant grounds for termination. Again, check your nondisclosure or other confidentiality agreements.
This article is for informational purposes and does not constitute legal advice. Employment and noncompete laws vary by location and situation—consider consulting a qualified employment attorney in your state or country.
To play it really safe, you’ll want to avoid using company time or resources to work on your business.
You could be upfront and transparent with your employer. Some progressive organizations don’t mind—or even encourage—their employees to hold down side businesses or freelance gigs. If you feel comfortable, consider sharing your side business with them and see if there are any company policies that allow employees to dedicate some amount of time to personal projects.
Or ask forgiveness rather than permission. Shopify doesn’t advocate for this, but it’s a route you could take.
Some roles have downtime during the week, but using work hours for a side business can violate company policy and create legal and ethical risk.
But this is questionable on the ethical side of things, and could count as time theft. Tread lightly when mixing your job with your business in any way.
Free Yourself From the Office
Working a set schedule from a set location can make it harder to manage a side business. Approach your boss and ask about other options in order to nurture your growing biz.
You could ask for flex time to get an office schedule that works better for your needs than the traditional 9-to-5. Some offices also have core hours (often 10 a.m. to 3 p.m.), and as long as employees meet deadlines and are available during that time range, employees can use the rest of that time as they please.
Or take advantage of telecommuting options to optimize your workday. If you’re allowed to work remotely when and where it makes sense for you, you can structure your schedule to devote your most productive, creative hours to your own business.
You’ll still be fulfilling your responsibilities to your job and working the hours required of you—but you have more control over what hours those are.
Plus, either of these approaches could save you commuting time. Cutting rush hour from your workweek gives you more time to dedicate to both your job and your own goals.

Practice Smart Time and Task Management
You already know it’s all about working smarter, not harder. But what does that actually mean?
It means you manage your available time wisely and make the most of it. The first step is to free up as much time as possible. That means cutting out what’s not essential.
Think things like TV, social media, and other distractions that don’t add value to your life or leave you feeling truly refreshed and re-energized. You can save hours every week by eliminating screen time and mindless smartphone scrolling.
Then, optimize the hours you do have. Use a calendar and agenda and strategically schedule everything that you want to accomplish.
That means doing things like:
- Batching similar tasks together so you can work through them more efficiently. For example, fulfill a week’s worth of orders on one evening each week (i.e. every Tuesday) rather than doing it piecemeal.
- Scheduling meetings and calls during your non-peak times; save hours you feel most productive and creative for your most important work.
- Giving tasks and projects deadlines.
To make the most of your time, you can:
- Eliminate distractions.
- Avoid multitasking.
- Keep unnecessary meetings, calls, and appointments off your calendar (in other words, don’t be afraid to say, “no”).
- Give yourself breaks at periodic intervals (you’ll be more productive if you schedule in 5 to 15 minute breaks at least once per hour!).
- Get organized and plan things out as far in advance as possible.
Automate and systemize repeatable work
When you’re building a business on nights and weekends, growth often stalls because the same tasks keep coming back: answering the same questions, creating the same posts, and rebuilding the same processes from scratch.
Look for repeatable work and turn it into a system:
- Write SOPs (standard operating procedures) for fulfillment, returns, customer support, and content publishing so you can hand tasks off without starting over each time.
- Create templates for customer replies (shipping updates, returns, sizing questions) and for marketing assets (product launch emails, social captions).
- Set “office hours” for your side business (for example, support twice per day) so it doesn’t interrupt your day job and personal time.
- Use automation where it’s appropriate (for example, automated order confirmations and shipping notifications) so customers get fast updates even when you’re not online.
The goal isn’t to remove the human touch—it’s to protect your limited time so you can focus on the work that actually moves the business forward.
Don’t Try to Do It All Yourself

No matter how many productivity hacks and time management tips you take in, you still only have 24 hours in a day. And to function at your highest level, you need to sleep for about 8 of those.
Have you seen those online memes that say things like, “you have the same 24 hours in a day as Beyoncé”? That idea can make you think you just need to hustle harder to get more done.
No. Nope. There comes a point where more work is not the solution (unless you want to burn out).
But there is something you can learn from the idea. Beyoncé can do and be so much not because she’s somehow become a master at managing her time. It’s because she outsources most of the work that goes into making her Beyoncé.
Smart and successful entrepreneurs and business owners know:
- There’s only so much they can personally do.
- They’re not experts in every aspect of running a business (and that’s OK).
- They can delegate the tasks they don’t like or aren’t good at to someone else.
If you’ve tried everything you can to balance your time between your business and your day job and still don’t have enough hours in the day to get everything done, ask for help.
That doesn’t mean taking on the burden of employees. You can outsource countless tasks to freelancers and contractors.
To start, make a list of the tasks you hate doing. Outsource everything you can on this list. You’ll be happier and more energized to focus on what you love.
Then, make a list of tasks that are time intensive, but not necessarily skill intensive. These things need to be done, but don’t require special skills or knowledge. Anyone with the right training could complete these tasks.
Outsource these as well and get as much off your plate as possible.
Still not sure what you could possibly outsource? Here are some common tasks that a talented freelancer or third-party provider can do for you:
- Website development and management
- Tech troubleshooting
- Graphic design
- Blog post writing (or any kind of copywriting)
- Social media management
- Bookkeeping
Not sure where to start when it comes to lightening your load? Read Shopify’s guide to help you get started with outsourcing your tasks to highly skilled contractors.
Decide When It’s Time to Go All In
These strategies can help you manage your side business while working your day job for a long time. But eventually, if your business does well and you’re successful, you need to make a decision.
When will you quit your job to focus on your business full time?
This point is different for every business owner. It’s a deeply personal decision that’s influenced by a number of factors.
Some people don’t want to leave their day jobs at all, and intend to keep their side business on the side. That’s perfectly fine!
Others aspire to run their business full time one day. They may set a specific income or revenue goal as their marker of when it’s time to make that transition.
How you make that decision is up to you. But do periodically pause and check in with your business and yourself.
Be prepared to ask, “am I ready to go all-in?” and know how you’ll decide if the answer is “yes.”
How Are You Building Your Business?
Thinking about starting a retail business? Will you dive in full time or keep your day job while building your side gig?
Share your experiences in the comments below.
Read more
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- 5 Successful Retail Businesses That Started Off as Side Hustles
- What to Sell: How to Find a Great Product-Market Fit for Your Brand
Side business while keeping a day job: FAQs
What are the best ways to start a side business?
Start by playing the long game: keep your day job and grow slowly for stability, since entrepreneurs who kept their day jobs had 33% lower odds of failure. Protect your time with a calendar, batch similar tasks (like one evening a week), and outsource work like bookkeeping or design.
How do I balance a side business with a full-time job?
Free up time by cutting distractions like TV and social media, then schedule your week with a calendar, deadlines, and task batching (for example, fulfill a week’s orders every Tuesday). Plan 5 to 15 minute breaks at least once per hour, and outsource tasks when 24 hours isn’t enough.
Why keep your day job while starting a business?
Keeping a day job can reduce risk and pressure while a side business grows; entrepreneurs who kept their day jobs had 33% lower odds of failure than those who quit. Financial security can prevent rushed, untested launches and can support creativity, while also giving a backup plan if things go wrong.
How can I avoid conflicts with my employer and side business?
Avoid blurring the lines: don’t start a business that could be seen as a competitor, and review any noncompete or nondisclosure agreements. Don’t use company time or resources, since it can be viewed as time theft. If comfortable, be transparent and ask about policies like core hours (often 10 a.m. to 3 p.m.).
When should I quit my job to run my business full time?
Quit when personal markers say it’s time, since the transition point is different for every business owner. They may set a specific income or revenue goal, or decide to keep the business on the side indefinitely. Pause periodically to ask “am I ready to go all-in?” and define how “yes” is decided.






