Of course, by definition side hustles mean that their founders work fulltime jobs, dedicating their nights and weekends to their passion project (and fingers crossed, future fulltime business). So the question “how does one juggle fulltime work with side hustling?” usually alludes to an even more daunting question—”how do I get my boss to support my side hustle?”
Before you approach your boss, you need to know whether your company supports side hustles or not. This might be obvious—for example, maybe they’re a startup and you know they support entrepreneurial projects, or they might have taken the Agency Side Hustle pledge to show that they support them, or you know that others openly have side hustles in the office.
But maybe they’re on the other end of the spectrum and they don’t support them—no one talks about them, or they have a clause in your employment contract forbidding outside work. The best place to start is your HR department, or if you don’t have one, a trusted colleague who’s been at the company longer than you have.
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There’s a reason you want to disclose your side hustle to your boss, so figure out what that is. What are you hoping to achieve by telling them? Maybe you want to sell your side hustle products in the company’s annual holiday market, or promote the company to your coworkers.
Maybe you’re looking for help or expertise from a colleague, or maybe you just want to disclose it so they don’t question why you’re constantly posting about it on social media. Knowing your “asks” will help you prepare for a meeting with your boss.
Set up a time to chat with your boss or manager about your side hustle, or bring it up in an existing meeting. I’ve had multiple team members come to me to chat about a side hustle they’re launching, from a designer doing freelance design work, to our former PR director opening up a charcoal ice cream shop.
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I even have a side hustle of my own. I’ve worked in startups for a decade, so I’ve always been extremely supportive of side projects, but remember that this may be new territory for your boss. Start by explaining the origin story—why you decided to start it—and outline where you are with it now. Either show them the product, or website, so they get a feel for it and understand that it’s a real thing, instead of just an idea.
Regardless of how supportive your workplace is, most people have fears around side hustles. The most common fears are that it will interfere with your daily work, and that you’ll leave to pursue it fulltime. When you tell your boss about your side hustle, make sure you outline how you’re going to keep it separate from your day job.
Most modern companies should take the approach that if you’re doing great work, it doesn’t matter if you send a couple side hustle-related emails during the day, but check on the policy so you know what’s acceptable in your office.
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Your side hustle is a side hustle for a reason right now, so reassure your boss that for now, it’s a side project, and you’re committed to your day job.
The easiest way to get buy-in on your side hustle is to make it obvious from day one. I’ve had team members who have told me about their side hustles in the job interview, so it’s completely in the open from day one, and it often shows me that they’re a creative, hardworking person who has great time management and knows business fundamentals.
While this won’t help in your current job, if you move positions, make your side hustle known from the beginning. That way you know from the job interview whether it’s the kind of place you want to work.
Epic Side Hustle Success Stories
Erin Bury is the managing director at Toronto creative agency Eighty-Eight. Her side hustle is a bicycle wine tour company in Prince Edward County, and recently launched Agency Side Hustle to encourage agency owners to support their team members’ side hustles.
Is a community of ambitious women who are finding success on their terms. Join us for must-read career inspiration and insights into the future of work, every day.44 million Americans reportedly have a side hustle, and the stats are super high among millennials. But how do you stop simply talking about starting one, and start actually hustling?
The reasons for having a side hustle can vary—from wanting to pursue a different field, to making some extra cash for essentials (or splurges).
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In 2014, I became a side-hustler, and I haven’t looked back since. During the day, I worked diligently at a non-profit doing political and advocacy work, but in the evenings, I was writing and working on my digital savvy.
And whaddya know, that extra work paid off in the long run. Now I run a creative agency called Born In June Creative with my fiance as my main hustle. And naturally, I picked up a new side hustle to replace it: Hosting a podcast and weekly newsletter called
To be sure, it’s not always rainbows and butterflies, but I’ve learned some incredibly valuable lessons along the way that have enabled me to make that coveted leap from side hustle to everyday hustle.
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Here are some real-world, practical tips tested by me, some fellow side-hustlers and entrepreneurs, that will have you planning, pursuing, and making that extra cash money in no time.
Before you begin to promote your hustle and reach out to potential clients, make sure that your full-time employer doesn’t have any language (like a non-compete clause) that prevents you from working in other areas. Be especially careful if your side hustle involves work similar to the one you do in your day job. Be tactful and consult with HR if needed.
Now that you are ready to get started, make sure you have all your digital and in-person ducks in a row. Start aligning your social media channels, LinkedIn, and your personal website to show what you do, using consistent and cohesive language. Don’t ignore your logo, and branding. Treat this like a serious enterprise and not just a hobby.
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Develop a great in-person pitch; when you talk about your new hustle, be bold. If you don’t have a lot of experience in what you are doing, think about how you build that work portfolio and expertise. In my case, I was able to create content for others based on my own writing clips.
Now, I regularly write copy for clients, and I was even hired to do things outside of my original scope of work, like ghostwrite a book, produce a podcast, and co-produce a large event.
You truly have to open up yourself to the possibilities of where all this can take you, and it starts with promoting yourself unapologetically.
Most Profitable Side Hustles For Women [updated 2022]
Jennifer Lopez (no relation to J.Lo) founded her public relations firm Camila Creative after nine years in the field, but still found herself needing to attend many events and start making new connections to get her business off the ground.
“I started introducing myself to people, going to events, seeking people out on social media and sending cold emails, ” she says. “Lots went unanswered, but some led to projects, which led to clients, which have led to where I am now.”
Building community is the only way you will move ahead in your side hustle. You can build that community IRL or virtually, but either way, you will need to get yourself in with people who are already doing what you want to be doing. If you’re an introvert, Twitter, email and Instagram DM’s are your best friends. You can try places like Levo League, your university Alumni chapters, or of course attend networking events and conferences.
Introducing, Employee Influencers?
When I saw that all of my pitches to get work published were being rejected, I joined a community of writers and the board of an organization called Bindercon, which helps women and gender variant writers land work.
I was able to give back, improve my own writing skills in the process, make some great contacts, and eventually landed pieces in some of my dream publications, like
Believe it or not, my first client came from an Instagram message—that led to an email, which resulted in a client, which became the foundation that allowed me to leave my full-time job. But the client relationship started months after we first met.
Before I Had Left My Job To Take My Side Hustle Full Time, I Had Created An Instagram Following Of Thousands Of Engaged And Amazing Girlbosses Who Loved And Supported My Business, Bought
If you are doing the work, updating your social media profiles, and building up a resume, people will notice your work ethic, commitment and dedication.
Spend time doing informational meetings or partaking in gatherings with other people in your field. Maybe someone needs help with their own project, or has a lead that they can pass on.
Planting seeds also means doing things for others and passing along information about opportunities. Being a part of a community means giving, not just receiving.
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This is one of the toughest things to tackle, as it can be hard to know how much to charge, especially if you are just starting out. But if you want it to be profitable in the long run,
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