Hey Aerie girls, me again! It’s Jenna Kutcher over here waving at you in her yoga pants and hustling behind the keyboard, but that’s what life looks like these days — but it didn’t always look like this! Today? I get to serve the world as an #AerieREAL Role Model, through The Goal Digger Podcast, my online education, and the platforms I’ve built with encouraging messages, marketing know-how, and strategies that can help others get paid to do what they love! I used to dream that I’d wear power suits and have a corner office with windows but when I found myself in a stuffy windowless office at the age of 22 with a mountain of paperwork and lurking anxiety, I knew that the ladder climbing life wasn’t for me. I started to dream of ways I could escape the corporate hustle and when I dream, I don’t dream small. I should have known, the girl who would host lemonade stands on her country dirt road that saw maybe 10 cars a day would turn into an entrepreneur but I never thought that I could truly make a go at it…. the leap felt too big, too impossible for this Midwest girl who had landed what she thought was her “dream” job out of college.

3 Tips To Start Your Own Side Hustle

By chance, I stumbled upon a camera on Craigslist. It cost $300 and at the time, I was planning my wedding and knew I wanted to document some of the processes. It was my first “big” purchase I made with my corporate salary and I quickly fell in love with photography. Having never taken an art class, I found myself trying to learn all the funny dials and numbers and would wake up wanting to take pictures. I soon after started a blog and started to share my snapshots and what was going on in our lives as we got ready for our upcoming wedding, I shared my photos on Facebook, and soon I started to get people asking if I could take pictures of their kid or their cat or basically anything. I said “YES!” to everything and couldn’t believe someone would actually pay me to do what I loved, even if it was only $20!

I shortly after realized that my time was valuable and that there was true potential for me as a photographer. I set a goal of “retiring” from corporate America within one year’s time and I hustled…. I hustled hard. I hired a designer and got a logo made, I got asked to take pictures at my brother-in-law’s wedding in Jamaica and I went big! I didn’t want to throw away that chance so I studied wedding blogs and did the best I could. Within a year I had booked enough weddings to leave behind my salary and jump into a life of full-time entrepreneurship. Fast forward to 8 years later, I’m still an entrepreneur (though it looks drastically different than those early days!) and I’ve been able to build a multi-million dollar company from my small town in Minnesota.

So maybe you’re wondering, “Wait, how did she go from a $300 Craigslist camera to a 7-figure business?” Let me tell you: it was a lot of work, a lot of time, and a lot of passion. First things first, it all started with a side hustle. What is a side hustle? It’s not your primary income, often times it’s a passion project or an idea that you’re trying out or considering pursuing as a business. The beauty of a side hustle is that you don’t have the pressure of having to make big profits (which can quickly crush every ounce of creativity) but you can slowly focus on building it into whatever your vision is for it.

I’ve had a lot of side hustles over the years:

– Photography was my first side hustle when I was still working my corporate job!

– I started teaching online education as a side hustle to my booming wedding photography business.

– I started the Goal Digger Podcast as a side hustle when my education business was thriving!

All of these started out of pure passion where I took an idea, put some time into it and I was able to just test things out without the fear or the pressure of them having to be successful! So maybe you’re wondering, where do I begin? I’d challenge you to start with looking at the things that you’re passionate or curious about (no matter how obscure or random they may seem) and just pursue them in a focused way! What would it look like if you just worked on those passions a few hours every week for a month? You might discover you LOVE it or maybe a new idea will come to you!

Next? Focus on what you’re naturally good at. Too often, we’re so close to our genius spots that we don’t even realize that they don’t come naturally to others. What do people always ask you about? What advice do you find yourself giving over and over? What are you known for? These things can help you to determine a potential side hustle that could not only set you up to excel but also allow you to help others! Lastly, take your time. For me: I couldn’t just jump and hope the net would appear, I needed to make sure I had a plan that was sound and stable so that I wouldn’t totally fall flat on my face. There is absolutely no shame in having your side hustle be just that: a side hustle. When I was transitioning from my 9-5, I used every extra penny from that job to fund my dream and it was the best thing I did to set myself up for success.

So I want to know: what is your big, scary dream? If you could do anything in the world, what would it be? I’d love to read your comments below and be able to cheer you on! This entrepreneur life isn’t always glamorous, a lot of times it’s long days in my sweatpants behind a computer but I honestly wouldn’t change it for the world!

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Comments

  1. Jessie H

    Hi Jenna! I always love stories of successful women empowering themselves and others. Of course it helps me think of all the things I want to do! As I hear from teachers sometimes though, everyone has great ideas, it’s the follow through and being smart that really makes an idea successful. I am a music therapist and while I love working with my clients with special needs and in behavioral health, my true passion is for women in need of guidance when it comes to mental health, nutrition, and exercise! They go hand in hand with music for me, because music can inspire, bring people together, and help heal. I don’t even know what I’d do with these ideas but anything to help young women feel strong about their bodies and health seems beautiful to me. Have a fantastic day and thanks for listening!
    Jessie

  2. Megan

    I’m passionate about authentic motherhood and sharing all I’ve learned with other new moms so they can have a smoother experience than my somewhat bumpy newborn days. It’s all about mindset! My talent is putting it in to words so I’d love to share my writing to inspire and encourage moms and moms to be that may not find that support otherwise.

  3. Amanda Moore

    Love love love to travel, but who doesn’t. However, for me half the fun is the research and planning. I love the challenge of adventures for all budgets and styles. I don’t have a side hustle doing it, but maybe that should be my jam.

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