Side Hustle or Nah


Should I Tell My Boss About The Other Job?

The Millennial Generation are the kings and queens of the side hustle. There was a time where having a side hustle was considered taboo and something that was only talked about with friends and family. In today’s transient and fast paced work world having a side hustle has become a badge of honor. I’ve gotten the question here at SYP headquarters, if telling your boss about your side hustle is a smart move. This here is a good, bad and ugly answer that I can share with you today along with answers to a few FAQ’s.

The Good

Employee: Hey Mary, just wanted to let you know that I have a second job at Berry’s’ Bookstore and I wont have such a flexible schedule for last-minute projects. Cool?

Mary: absolutely!  I understand and completely appreciate the heads up, as long as it doesn’t interfere with your work on our team, go for it!

There you have it folks, the good. In a perfect scenario, you telling your boss about your side hustle be it entrepreneurial or not, could go great. If you are upfront and honest in the beginning, a good leader would do the same and make sure to share any concerns with you as soon as you drop the news. Your tone and approach make all the difference in this situation, so concentrate on staying positive and light about it.

The Bad

Employee: Hey Mary, just wanted to let you know that I opened a small boutique downtown specializing in miniature comic book figures.

Mary:  Oh wow well, how much of your time will this take? I’m not sure I can depend on you for the upcoming promotion if you’re not 100% here at ACME Brick Sales.

This is something that we see often, you tell your boss the news about the side hustle and all of a sudden they see you as “not loyal” or incapable of handling multiple projects.

Solution: Reassure your boss that your side hustle is allowing you to learn things that have helped you in our current position. Whether its webs skills, marketing, or accounting, find something that your have learned on your side hustle that can help you in your day job. It’s all about the pivot in this situation, educating your boss on the perks can take some of the concern away.

The Ugly

Employee: Hey Mary, in my free time I’ve worked with a few small business on setting up accounting and payment systems. 

Mary: Ok, your fired.

I don’t mean to scare you with this but the truth is, sharing your side hustle can result in you losing your main hustle. While this is a rare case, it is possible and you should be ready for negative responses. In most cases, you wont get fired immediately BUT your employer might start to train your replacement or start to take away projects and accounts that historically belonged to you. This is where knowing your companies polices and procedures will help you greatly. Review all non compete clauses or policies on working outside the company. Make sure that you are familiar just in case you have to defend your decisions. In this scenario, the more you know about what you can do, the better.

Survey the law of the land when making the decision to share the news of our side hustle.


Tanida Mullen

Tanida Mullen is the visionary of the Savvy Young Professional, a live event and digital learning platform built for young professionals around the world.

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