Awards Celebration & Conference

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The Enterprising Women of the Year event is the magazine’s annual celebration of the world’s top women entrepreneurs. Nominations for this prestigious award are submitted each Fall on the magazine’s website. The event draws heavy interest from the magazine’s readership and allows us to shine the spotlight on a remarkable group of outstanding women. The top organizations for women entrepreneurs partner with us to help assure wide support for this outstanding annual event.

The event is co-hosted by some of the country’s top corporations. It generates international media attention for the award winners and sponsoring companies who are a part of this very special event. Now in its 22nd year, the program recognizes top women entrepreneurs in categories that include women business owners with revenues up to $1 million annually, over $1 million and up to $5 million, over $5 million and up to $10 million, over $10 million and up to $25 million, over $25 million and up to $100 million, and over $100 million in annual revenues. We recognized 100 outstanding women at our 2023 event. We have also inducted 50 women into the Enterprising Women Hall of Fame over the past 20 years and have presented a number of Advocacy Awards to nonprofit organizations and other advocates deserving of recognition.

A Personal Welcome from Monica Smiley

The 22nd Annual Enterprising Women of the Year Awards Celebration & Conference will be hosted at the spectacular Caribe Royale, Orlando, Florida. 

The event will gather winners and champions of the Class of 2024 –the finest women entrepreneurs in the world—for two and a half days of high-powered networking, dynamic educational sessions featuring the world’s top women entrepreneurs, the Hall of Fame Luncheon, and the Gala Awards Dinner.  

The conference also serves as the annual meeting of the Enterprising Women Advisory Board, a 150-member board of outstanding women entrepreneurs, nonprofit and corporate leaders.  

The Enterprising Women of the Year Awards Conference has a reputation for being a warm, friendly gathering of women leaders where conference attendees can really get to know each other and engage in meaningful ways.  Every aspect of the conference is designed to encourage open engagement.  You will be inspired by women who have grown their companies to incredible levels of success, while finding them warm and excited to share their best practices.  

As a conference attendee, you are welcomed into the Enterprising Women family, where you will find a supportive community of women ready to embrace you and help you soar to even greater levels of business and personal success.   

As the CEO and founder of this conference, I take personal pride in helping create an environment that leaves you feeling like it has been a life-changing experience.  We want the Enterprising Women Conference to be a gathering you will come back to year after year to inspire you and nourish your soul.  

For our award winners, you’ve earned this recognition and deserve your time in the spotlight.  Your family and business associates are welcome to join you, and this beautiful hotel, less than 2 miles from Disney World, will be a welcome respite and mini vacation for everyone.

I look forward to welcoming you to Orlando for another outstanding conference.  See you soon! 

~Monica Smiley, Publisher/CEO, Enterprising Women magazine and Founder/President, Enterprising Women Foundation  

2024 Award Winners - TBA

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Hotel Information

To reserve your room, please use this link.
wyndham grand clearwater 1


Orlando International Airport


Suggested dress for the conference: Sunday evening reception, resort casual; Monday daytime, business casual; Tuesday, business attire; Gala Awards Dinner, we suggest a short cocktail dress, evening dress or dressy suit. Jacket and tie for men, but black tie is not required.


Orlando is beautiful in April, with an average daytime high of 80 degrees. It rarely drops below 73 degrees in the evening.


For additional questions, please email Carley Dancer at

See you soon!
Monica Smiley, Publisher/CEO
Enterprising Women


Awards Celebration & Conference

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