“Every entrepreneur is building the plane as they fly it, and that’s what makes it such an awesome adventure.” Here’s Annie Dickerson’s #MyMotherHustle Story.

When and how did you begin your business? Give us the backstory!

I never thought I’d own my own business. In fact, at times, I actively railed against it.

Over the years, I had worked for a number of startups and saw firsthand just how difficult it was to get a business off the ground. So when people asked if I would ever start my own business, I laughed it off and merrily went back to my 9-to-5. That is, until a couple of years ago.

At the time, I was working as a creative director, and my husband was a real estate agent. As a side project, I decided to help him redesign his website. How much work could it possibly be, right?

That project ended up taking over all of my time outside of work, but I loved every moment of it. I loved the creative freedom, and I loved learning more about real estate. I particularly loved learning more about real estate investing, as I could see the impact it could have on our family. And with two young boys at home, I was hecka motivated to find ways I could work less and spend more time with them.

After lots of research and digging, I found a method of real estate investing that I’d never heard of before, one that so beautifully complemented the demands of motherhood. Through investing passively in real estate syndications (group investments), I could reap all the benefits of owning real estate, with none of the hassles of being a landlord.

It was a life-changing discovery. One that gave me the courage and the fortitude to launch Goodegg Investments, so my business partner Julie and I could help other mamas learn about and invest in real estate, so they could build passive income and spend more time with their families.

We launched the business about a year ago, and in that time, we’ve been able to help hundreds of people learn about and invest in real estate syndications. And with that passive income, more mamas are able to worry less about money, have the flexibility to work less, and spend more time with their families.

Tell us a little about your family.

My husband and I met in geometry class during our freshman year of high school. We got married shortly after we both graduated college, when we were just 23. At the time, he was a web developer, and I was a fourth-grade teacher.

We’re extremely fortunate that, even though we got married at such a young age, we’ve been able to grow together all these years. We’ve now been married for almost 12 years, and through our various career changes, we’ve somehow both ended up in real estate.

We currently live in Oakland, California, with our two boys – Kai (6) and Eli (3). We are a fun-loving, creative, entrepreneurial, always-looking-for-adventure type of family.

What were the biggest challenges you’ve faced or lessons you’ve learned since starting your business?

When I was working in the corporate world, I often bucked up against systems and processes. As a designer, I found it so frustrating to have to bring in multiple stakeholders, go through multiple rounds of review, make sure everyone’s voice was heard, and sometimes after all that, to be told I couldn’t do it my way because that’s just not the way things were done here.

As an entrepreneur, my business partner Julie and I get to design the business the way we want. I can make changes to our website without scheduling a stakeholder meeting and creating a feedback spreadsheet. We can choose whether to create an online course or put together an in-person conference.

This creative and entrepreneurial freedom is completely liberating. But on the flip side, it’s also terrifying at times. Because we now have no one above us to tell us what to do, we hold the responsibility of making all those key decisions. And if we steer the business in the wrong direction, that’s on us.

Through the successes and disappointments we’ve had, I’ve learned that every entrepreneur is just making it up as they go along. There is no rulebook and no “right way” to do things. Every entrepreneur is building the plane as they fly it, and that’s what makes it such an awesome adventure.

How does motherhood affect or influence your business? Your creativity?

Motherhood was the entire reason we launched Goodegg Investments, and it’s still at the core of our business today. We are continually inspired by the other mamas we get to serve. Hearing their stories and getting to be a small part of their journeys pushes us to continue to build the business, so we can reach more and more people.

And in those moments when I find myself getting too serious, I glance over at my inspiration wall, right next to my desk, which is covered with photos of my kids, silly drawings they’ve created, and notes they’ve written, and I smile and remember why I’m doing this all in the first place.

What advice would you give to a brand-new creative entrepreneur?

Take it one day at a time.

It can be easy to look around at the other blogs, podcasts, and businesses, to see how crazy successful they are, and to think, “Ugh, I could never do that.” But those entrepreneurs started out where you are today. They’re crazy successful because they took it one day at a time, building their businesses bit by bit and sticking with them over time.

And if they can do it, so can you. Don’t get ahead of yourself. Don’t give up. Just take it one day at a time.

What advice would you give to a brand-new mom?

Motherhood is one of those things that you can only get better at through being in the trenches and experiencing it for yourself. No amount of reading, researching, or babysitting will give you an accurate understanding of what it takes to be a mom.

When I first became a mom, I completely lost myself. I had no idea that nursing would be so difficult, and I had never before experienced that level of sleep deprivation. It took me a while to adjust to my new identity as a mom.

When I emerged, I realized that being a mom was now a part of me, but it wasn’t ALL of me. I was still a great wife, a great daughter, a great designer, a great friend. And those things I’d had YEARS of practice with.

So this new thing called being a mom, remember to cut yourself some slack as you’re getting to know this new part of your life. Babies are very resilient, and they’ll become better humans because of the things you do right AND because of the things you’re still figuring out.

After all, you’re in this journey together.


Annie Dickerson is a co-founder and managing partner at Goodegg Investments, where she helps other moms create passive income through investing in real estate. Annie has been investing in real estate herself for over ten years and is passionate about helping other families learn about and invest in real estate so they can build passive income and spend more time with their families. Annie lives in Oakland, CA, with her husband, Joe, and their two boys, Kai and Eli. Follow her on Facebook and Instagram and sign up for weekly tips about life, real estate investing, and passive income. 

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