Hi, I’m Jessica!

Hi, I’m Jessica!

Side Hustler. Tequila Enthusiast. (Sometimes) Broadway Dancer.

If you’ve wanted to start a side hustle but didn’t know where to start, you’re in the right place. I see my role as a Side Hustle Guide and Cheerleader, offering gentle nudges, inspiration, and resources to help you build the best life possible.

Let’s partner up! We can work together to get you super clear on the steps to get you started and how to work smarter in your side hustle.

I know what you’re going through.

I’ve been side hustling for over ten years. My side hustle was born out of a need to impact the world back in 2011 and a passion for helping women launch online businesses without the fear of technology holding them back.

Then I started working with startups.

After helping co-manage a program for women startup entrepreneurs, I realized how important the side hustle was. Not only is it a way to test an idea for entrepreneurship in a low-risk way, but it is also an opportunity to pursue something you are passionate about.

Also, for many women, especially women of color, quitting your job and going “all in” on being an entrepreneur is not always an option. I wanted to provide another way.

That’s when I went “all in” (see what I did there?) on wanting to help other side hustlers like myself. I believe everyone should be able to have a fulfilling life, whether working full time, being a full-time entrepreneur, or combining both.

As side hustlers, we often face challenges that full-time entrepreneurs don’t quite understand.

We are juggling a business and a day job. We often don’t have time or motivation for both/either, and we struggle to get it all done while taking care of our family and ourselves.

With my background in Information Systems Management, I have a good mix of business and technical skills, and I know how the two can work together. Technology and systems are game-changers for managing your side hustle.

My mission is to help you create a side hustle lifestyle that allows you to pursue your passion, make some money, and still have a life.

I round up the best resources and tips on side hustling weekly in my #jesspicks newsletter. You can learn more about that here.


  • I live in Chicago, and I’m a caregiver for my grandmother which adds an extra layer to my #sidehustlelife
  • I'm a published poet.
  • I’m an ISFJ and known as the Defender. In Harry Potter terms, I'm Neville Longbottom.
  • My top 3 Sacred Money Archetypes are Nurturer, Accumulator, and Alchemist.
  • I'm a Generator with Sacral Authority.
  • French fries and champagne make a great meal combo.
  • I performed on a concert stage lip syncing and dancing a Broadway number.

Let's Work Together!

I help those who love their 9-5 and want to be entrepreneurs.  I give them the resources and support, so they get clarity on precisely what first steps they need to take to create a side hustle they love that fits within their life.