Should I Tell My Boss About My Side Hustle?

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I help women find freedom by building a business or starting a new side hustle. Becoming an entrepreneur is an exciting venture for anyone who wants to experience being their own boss, freedom, and flexibility!

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With growing expenses, many of us have considered having a side hustle. If you are one of them, you might debate the possibility of telling your boss and find new customers for your side hustle within the company. But is it the right way to go? Here are our thoughts on what you need to consider before telling your boss (or not).

1. Review Your Company’s Policy

Some companies have strict rules about employees taking on additional jobs. If your side hustle conflicts with your job or violates a non-compete clause, you could be in hot water.

Even if there’s no official policy, think about your company culture. If your boss values transparency and teamwork, keeping your side hustle a secret might backfire later.

2. Evaluate the Impact on Your Job Performance

A side hustle can be rewarding, but also demanding. Do you think your side gig might affect your job performance? Your boss might notice if late nights working on your business make you tired or distracted at your day job. Your side hustle will not be a valid excuse for a dip in productivity

On the flip side, if your side hustle is something that could improve your job skills, like freelance writing if you’re in marketing, it might actually be a plus. You could frame it as professional development. Just make sure you’re not stretching yourself too thin.

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3. Benefits of Transparency

If your boss hears about your side hustle from a client or coworker, it might look like you’re hiding something. But by being transparent, you show that you respect your boss and your commitment to the job.

You might even find out that your boss is surprisingly supportive. They could offer advice, flexibility, or even connections that could help you grow your side hustle! However, this depends on your relationship with your boss and how they view side hustles.

4. Weigh the Risks of Disclosure

If your boss is the type to micromanage or worry about distractions, they might see your side gig as a threat. They could start monitoring your work more closely or questioning your commitment to the company.

There’s also the chance that your boss could see your side hustle as a potential conflict of interest, especially if it’s in a similar industry. In that case, disclosing it could put your job at risk.

Steps to Take If You Decide to Tell

If you responded positive to the questions we listed above, here’s some tips to help you out:

  • Choose the right time: Find a moment when your boss isn’t stressed or busy. You want their full attention.
  • Be professional: Explain your side hustle clearly and emphasize that it won’t interfere with your job. Mention any skills you’re gaining that could benefit your work.
  • Be prepared for questions: Your boss might ask how much time you’re spending on your side hustle or if you’re planning to leave your job. Have honest answers ready.

What If I Choose Not to Tell?

If you decide not to tell your boss, be careful. Make sure your side hustle doesn’t interfere with your work in any way. Keep your side business separate from your day job—don’t work on it during company time, or use company resources to poach clients.

And remember, just because you don’t tell your boss now doesn’t mean you can’t change your mind later. If your side hustle grows or your relationship with your boss improves, you can always bring it up down the road.

For weekly side hustle tips and advice, follow Carrie’s Courses!