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EPISODE #106

ALAINA KACZMARSKI

The Story of Alaina: How Everyday Challenges and Conversations Became THE EVERYGIRL

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“Hard work, great fricking ideas, trying new things…even when scared. I don’t think luck has anything to do with anything.”

 

That’s how CEO, co-founder, and owner of The Everygirl Media Group, Alaina Kaczmarski, describes the resourcefulness that turned rejection and lack of access into a seven-figure digital media brand reaching over two million readers each month. Her conversation with with ANDMORE CEO Jon Pertchik is a masterclass in backing yourself and building exactly what you need when you can’t find it anywhere else.

 

Kaczmarski’s story is both grounding and inspiring. She walks us through her humble beginnings, her college rejections and her early attempts to find footing in a journalism world shifting rapidly into the new century.

 

Many of us can relate to her childhood understanding of success: “get good grades, get into THE school, get the dream job.” But instead of acceptance letters, she found herself facing rejection from her top college choices. Her first big pivot landed her in Syracuse University’s journalism program, where she quickly embraced the work.

 

Her vision of becoming a magazine editor seemed within reach—until the logistics of unpaid internships got in the way.

 

“By junior year, I was getting offers in New York City to be at the big magazines at Condé Nast. But I had to turn all of those internships down because I could not afford to live in New York unpaid for the summer. And I never really got my foot in that door.”

 

Disappointed but not deterred, Kaczmarski shifted again. “Fortunately, blogging had become a thing in those early 2000s. So, I sat down at my computer and started a blog. Maybe if I start writing about all the things I love, I thought, the things I’m supposed to do with my life should present itself.”

 

And they did.

 

What began as a personal creative outlet became a connection point for like-minded women and young professionals seeking authenticity, guidance, and community. Those conversations planted the seed that eventually grew into The Everygirl Media Group.

 

But that beginning was just the start. Kaczmarski describes to Pertchik the many ups and downs of learning how to turn a growing audience into a sustainable, profitable business. She broke down commission links, RFPs, brand partnerships, and the tricky balance of turning inspiration and thought leadership into revenue.

 

“You’re trying to build a business and it’s getting popular but not necessarily generating revenue,” she explains. “But would we be talking to this brand if there wasn’t a paid partnership? You’ve just got to be authentic to who you are and where you’re heading.”

 

Kaczmarski’s persistence and adaptability are as compelling as the content she creates. After all, The Everygirl, and its kin, The Everymom, are purposefully relatable from their core mission to their execution.

 

Kaczmarski’s story is rich with lessons on resilience, creativity, and the power of building what you wish existed. That’s why this special Scale-Up Stories episode of The Market Makers podcast is one worth replaying. As Kaczmarski reminds us, “You need community. You want to feel less like you’re the only one in it, and you need help. And there’s a big focus…on living a good life and taking care of yourself. So our content addresses that.”



For every girl and every mom out there, Alaina Kaczmarski gets you.

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