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I’m a 40-Something Boss Babe in a Millennial World

For a while, I thought being a boss babe meant being a glowy, fabulous, carefully lit someone who saunters to #werk carrying a fresh-pressed juice in one hand and a Bullet journal in the other. But I found out fast that too much juice sends my blood sugar soaring and I prefer my trusty green Moleskine. And I definitely don’t wake up with a perfectly piecey lob or flawless skin.

Recently, I tried taking a selfie for an Instagram story while sipping pour-over, locally roasted, single-origin coffee, but I spilled it on my crisp white Vince shirt. Later that day, I went in search of my #squad and got lost because I entered the wrong address into Google maps (#fail). Being a #bossbabe is harder than it looks.

I’m making progress, though.

I founded Grassfed Media in 2013. We work with companies and organizations that want to make the world a better place. No two days are the same, which I love (that’s the Gemini in me). One day, I am with a client doing a television cooking segment. The next, I’m with another working on social media strategy. It took me awhile, but I’m finally comfortable with videoconferencing (but not before noon), and I’m down with FreshBooks, Squarespace, and even Instagram pods (although I hear they’re sooo 2016). Still, some days are more challenging than others.

Hoping to find a boss babe road map, I googled around and discovered an actual Boss Babe Academy. Yes, you can learn to be a boss babe for just $9.99 a month! Just “bring wifi and a dream,” and you can have more freedom and the time to do what you love! One caveat: You must be a millennial or pretend to be one from the privacy of your cozy-chic Apartment Therapy-inspired home office.


I was feeling a little hopeless when it hit me: I am already a boss babe. I was a boss babe before being a boss babe was a thing!


I was feeling a little hopeless when it hit me: I am already a boss babe. And I’ve been one nearly my whole life. I was a boss babe before being a boss babe was a thing!

The entrepreneurial bug bit me at age 10, when I drew up a business plan for babysitting and pet sitting services. I didn’t call it a “side hustle.” It was a job. I made flyers with a clear call to action (“hire me!”), set competitive pricing after polling kids on my block, and even offered incentives like freshly baked cookies to my clientele.

In my 20s, more than a decade before Instagram, Snapchat, and Facebook, I got tired of working for a struggling dotcom and jumped into freelance writing. I’d like to say I had a vision that time around, but I succeeded on sheer force of will and a deeply ingrained fear of missed deadlines.

For four years, I wrote for national magazines (Cosmopolitan, Glamour, The Washington Post) and created content for websites. I even launched my own online arts and culture zine before blogging was a thing. We coded in HTML and took photos using a point-and-shoot camera. We had monthly launch parties at now defunct bars that have been converted into small-batch distilleries and craft breweries. It was a heady time, full of promise and the occasional overdue rent check.

Nowadays, being a boss babe means something a little different to me.


I may not be a shiny, carefully curated, always centered, Instagram version of a boss babe, but I’m my own authentic version.


It means being independent, driven, and visionary. It means being able to snuggle with my pets between conference calls. It means treating others with kindness and courtesy. It means being a trusted advisor for clients and friends. It means having integrity and grit. It means answering to no one but myself for a paycheck. It means being a mentor and giving back to organizations that are making a positive change in the world. And, yes, it means working hard and earning every last wrinkle.

I may not be a shiny, carefully curated, always centered, Instagram version of a boss babe, but I’m my own authentic version — a version that comes from years of hard-won experience, occasional failure and self-doubt, and a deep-rooted desire to live on my own terms.

And you know what? With just the right lighting, the perfect smoky eye, a glass of bubbly, and my iPhone at the ready, I am the #girlboss of my dreams.

To learn more about Grassfed Media, go to grassfedmediadc.com.

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