A Beginner’s Guide to Side Hustles

Jenna Kutcher 

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April 21, 2021


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We’re talking all about SIDE-HUSTLES!

My business started as a side hustle, and to this day I have other projects and multiple streams of income that I consider to be side-hustles themselves. Kylie may manage and produce the Goal Digger Podcast, but she’s also a side-hustler seeing big results with the strategies she’s used for years to get a lot done in a little time.

If you have a side-hustle or want to start one, if you want to turn your side-hustle into your full-time gig, or even if you don’t, we’ll walk you through our years of combined experience in the side-hustle space to help you find time to accomplish your goals, get more done, and celebrate your passion projects.

My Side Hustle History

When I first started my business I was working for target, and my first business was my blog, Photos by Jenna Leigh. It was a free WordPress blog and that was where I started sharing my photography stuff.

I also had a Midwest wedding blog that I started with a girl that I met on Twitter. I was planning my own wedding as a bride, and all of the wedding blogs that existed were all California weddings and just things that I couldn’t relate to as someone getting married in Minnesota. The blog turned out to be the number one Midwest wedding blog. We ran it for about four years, which is crazy!

I’ve had so many other side hustles since then, from selling my watercolor art on Society6 (it’s still there if you look hard enough!) I started my podcast, I started teaching courses. All of these different aspects of my business started as side hustles.

Prioritizing Side Hustles

I have to be honest — at first I was burning the candle at both ends. With all of these projects and ideas and businesses endeavors, I really was taking on a lot at once. I do not subscribe to the hustle culture now, but I do think that to get an idea off the ground and to get something gaining momentum, there is a season where prioritizing those things is required.

Time, though, is limited. That’s a fact. My brother said it best in a recent episode of the podcast, but essentially, we sometimes feel that we can add something new to our plate and the time and energy we need to pursue it will just appear… But that’s not reality. 

Prioritizing your side hustle means finding ways to collapse the amount of work you have to do in the time you actually have to do it. That sometimes means making the difficult choices of sacrifice to get the work done. Entrepreneurship is a lot about sacrifice so that you can not have to sacrifice later in life. 

Getting Support for your Side Hustle

A lot of times we hide our passion projects or our side hustles because we don’t know how to get other people to buy into our vision or get their support when we need to work late nights or long weekends.

Your job needs to be a vision caster. If you are not feeling supported, or if you feel like you’re sneaking around to try to do your job, or if you feel like people don’t understand it, it’s not their fault. It’s likely your fault for not sharing the vision of not just what is required today, which is generally a lot of work, but why you are doing this.

The more confident you can get with your why and communicating that, likely the more support you’re going to invite into your life. Not everyone’s going to understand and not everyone’s going to get it. There’s probably going to be someone who you love — your best friend, your mom, your sister — who’s going to poo-poo your idea, but sometimes that can be the fuel. You need to prove people wrong. 

But most of the time, you’re going to find that when you breathe out this vision into life, you’re going to inspire people to think of visions for themselves. You’re also going to be able to communicate exactly what you need in order to do what you’ve got to do. 

More from this Episode

What strategies do I still use to fit more work into less time? If you want to start a side-hustle, where should you begin? And what if you want to turn your side hustle into a full-time gig? Or what if you don’t?

This conversation about side hustles with Kylie was so much fun. Hit play on the episode player above or find it wherever you get your podcasts to hear the full discussion of side hustle secrets.

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Before you get any further... Hi! I'm Jenna Kutcher!

A small town Minnesota photographer, podcaster, educator and puppy rescuer, my happiest days are spent behind my computer screen sharing my secrets with the world. I'm glad you're here.

I’m an expert at online marketing, a nerd when it comes to the numbers, and my obsession is teaching others how to make a living doing what they love (without it taking over their life). 

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