Woolley holds an Accredited Public Relations professional (APR) designation from the Public Relations Society of America (PRSA) and has over a decade of experience in marketing and public relations. She has a demonstrated track record campaigns get noticed and generate results. Woolley was a key team member in a public awareness campaign that resulted in the successful negotiation of a contract valued at $210 million dollars for Waste Management.

Woolley is a consultant in public relations, social media, and community outreach strategies. She recently released her first book called Building Brand [You], which is available for purchase on Amazon, Barnes & Noble and iBook.

She has led training initiatives in social media and public relations training programs through: The Greater Naples Chamber of Commerce, Marco Island Chamber of Commerce,American Business Women’s Association Vistage, Collier County Republican Executive Committee, Miromar Design Center, Naples Area Board of Realtors, HR Collier and for over 80 non-profit organizations at Thinking Outside the Box seminar. Woolley spoke at the 2011 PRSA International Conference in October 2011, the PRSA Sunshine District Conference in 2012 and the PRSA Western District in 2013. Additionally, she was a featured presenter for Full Sail University’s online alumni webinar series and Hodges Universityalumni association.

Woolley believes in giving back to the community by taking an active role in professional and civic organizations. Through a proactive crisis communication strategy, Woolley assisted the Naples Equestrian Challenge achieve multiple media placements after a lightning strike caused $10,000 in damage. The media coverage generated nearly $15,000 in donations from residents who had seen the story. She is the 2013 PRSA Sunshine District Chair where she is also past Secretary for 2011 and a past president of the Gulf Coast Chapter of PRSA. She is also a past president of the Public Relations, Marketing and Advertising Association of Collier County. She also served on marketing and branding committees for The Shelter for Abused Women and Children of Collier County, the Naples Equestrian College and the Leadership Collier Foundation. In 2010, she helped raise $25,000 toward providing 2 myoelectric arms for an 8 year-old boy by coordinating the 2nd Annual Miracle Limbs Courage in Motion Bike Ride.

Woolley is the immediate past-Chair of the Farm City BBQ, a local tradition that attracts 1,000 representatives annually from Collier County’s business and agricultural communities. Woolley also volunteered on the PR committee for the Dignity Memorial Vietnam Wall, a tribute to Vietnam Veterans that attracted 30,000 visitors. In addition, Woolley is a graduate of the 2009 class of Leadership Bonita and the 2012 class of Leadership Collier.
Consistently visible at the forefront of her specialization, in 2009, Cyndee created the social media strategy for the first Tweet Town Hall in Naples, FL. To demonstrate the speed of social media, the event was organized in 14 days and attracted over 7,000 participants in South Florida and made headlines on the front page of the Naples Daily News as well as publications across the state. The Tweet Town Hall campaign was recognized with an Image Award from the Florida Public Relations Association as well as a Platinum Hermes Award from the American Marketing Association.

For her leadership and community involvement, Woolley was named among the 2012 40 Under 40 by Gulfshore Business Magazine as well as the 2011 40 Under 40 for Gulf Coast Business Review.

She has a beautiful young daughter. When she isn’t running her daughter to violin lessons, gymnastics or ballet, they are seeking adventure and fun with day trips throughout South Florida.