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The Unexpected Move that Turned Eileen Fisher into EILEEN FISHER
A story that even she never expected
Today’s true story is about an entrepreneur who found great success, but only after she bet on herself with the odds stacked against her.
“I never wanted to be an entrepreneur”
There were several reasons that was true for Eileen Fisher, the eponymous founder of her namesake women’s fashion brand that today makes almost a half a billion a year.
For starters - back then, back in 1984 - she only had $350 in the bank, the same amount it would cost her to launch her business at a boutique fashion trade show.
So if she was to do it, she would do it bootstrapping her startup just about as much as someone could bootstrap a startup.
In addition, she had never run or managed a business less before, had no formal fashion training, had no line of clothes when the opportunity arose, didn’t have samples or patterns, or even a business name.
But none of that stopped her.
The Japanese Influence
Not long before, Eileen had travelled to Japan and was inspired by the kimonos she saw - little did she know that the elegant, minimalist, blocky simplicity of the garment would become her trademark look.
“I started to imagine this idea around simple clothing,” she would later say.
As life would have it, upon her return, she learned of an upcoming boutique fashion show three weeks out, the New York Boutique Show.
Starting on Less Than a Shoestring
“When I decided to do the show, I thought, ‘You can’t start a business, you don’t have any money, you can’t afford to do this.’”
But she did anyway, surprising even herself.
In a few short weeks, she cobbled together a 4-piece selection, a logo and a name, and rented a booth in the very back of the show, sharing it with two other women.

From Little Things, Big Things Happen
That first show went well, not great, and she sold $3,000 worth of product (that she didn’t have.)
But it was her next show where the future would be foretold.
Her beautiful, minimalist designs were a huge hit there, buyers were lined up out the doors to place orders, and she beyond sold out with $40,000 in orders in just a few days.
Today
Today, Eileen Fisher, Inc. has more than 60 showrooms around the country. She has become a fashion icon and for many women, the go-to choice for their wardrobe.
And all because she was brave enough to bet on herself and her vision.
Takeaway
Courage and vision - not money - can be the cornerstones of your empire. Eileen Fisher’s story shows that even when you lack money, experience, or resources, a clear and authentic idea—combined with the willingness to take a leap of faith—can reshape not only your own life but even an entire industry.
True success often comes from trusting your instincts and daring to take that first step, no matter how small.
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Steal This Strategy
📖 Book – Let My People Go Surfing by Yvon Chouinard
Learn how Patagonia’s founder built a thriving business rooted in simplicity, sustainability, and integrity.
🎥 Video – Eileen Fisher Interview
Eileen Fisher on sustainability in business.
🌐 Website – Eileen Fisher Official Site
Explore her minimalist collections and how the brand integrates sustainability into every step of the process.
🎙️ Podcast – How I Built This – Eileen Fisher Episode
Hear the story of how Eileen Fisher built her brand from the ground up, overcoming obstacles and staying true to her vision.
🛠️ Tool – Brand Archetype Quiz by Kaye Putnam
Take the brand quiz to discover your innate brand advantage & psychological triggers to attract more of your ideal clients.
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About Steve
Steve Strauss is the best-selling author of The Small Business Bible (and 17 other books), Inc.’s small business columnist, a lawyer (non-practicing), and an entrepreneur. He sold his last venture, TheSelfEmployed.com to Mark Cuban & Zen Business. He also hates ketchup.
“Be bold! For boldness has genius, magic, and power in it.”
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