Cart 0

Are you a trailblazer who isn't afraid to take risks and encourage others along the way?


The Boss Lady Retreat is a year-round community for women who are serious about taking bold steps in their life and career. We are passionate trail blazers who aren’t afraid to take risks and encourage others along the way. Together we form a supportive network and a safe place to find inspiration and resources to be our best selves. Our members are entrepreneurs, creative and Changemakers.


Want exclusive invites, retreat updates and access to online resources?

Subscribe here!


“The biggest step you can take is having the courage to bring your ideas to life and with the support of fellow Boss Ladies, anything is possible.”



Who is a Boss Lady?

A boss lady isn’t afraid to take charge and do things her way. We love building each other up and giving real advice that doesn’t sugarcoat our personal struggles and the obstacles to success. If you have a desire to learn and grow, you’re a Boss Lady and we want to connect with you.

“I want to help eliminate the hurdles and obstacles so many women face and help accelerate their business and personal growth. The biggest step you can take is having the courage to bring your ideas to life and with the support of fellow Boss Ladies, anything is possible.” – Lacey McLaughlin CEO Idea Dinners/ The Boss Lady Retreat

Our Team


Lacey McLaughlin

CEO IDEA DINNERs & BOss lady retreat

Lacey McLaughlin is a professional writer and founder of Idea Dinners, a venture that provides curated dining events to bring innovators and thought leaders together and build community. is where she keeps it real and shares her stories about life and travel.

Alex Middleton

Alex Middleton is the Director of Sales & Special Events at the Museum of Arts & Sciences. Alex has served on the Young Professionals Group of Ormond Board since they launched back in 2015 and served on the board as the Non-Profit Chair which the raised over $10,000 to local charities, she was recently voted in as the new Events Chair. Alex also sits on the Leadership Daytona Alumni Council and serves on the Elevate & Marketing committees.

Stephanie Rae1.jpg

Stephanie Rae

The Boss Lady Retreat Events Coordinator Stephanie Rae is a Creative Events Guru, Body Back Fitness Instructor and Boss Lady.  Stephanie is all things creative and has a variety of skills that she has accumulated over the years. She's a former actress in Los Angeles, a spokesmodel in the automotive industry traveling the country, and a natural born entrepreneur.
Her passion for bringing people together, organizing and creating memorable experiences have led her to event planning.  She specializes in corporate events and health and wellness retreats.  Stephanie has a competitive spirit and makes playing sports a part of her regular workout routine.  But health and fitness aren’t a hobby for Stephanie, it’s a lifestyle.  You will often find her on the tennis court, in a yoga studio or in her kitchen prepping meals for the week!


Ciara Ocasio

Ciara Ocasio, originally from New Jersey, moved to Florida at 10 years of age! She has been living in Daytona since starting college several years ago, and has remained here even after graduating with her Bachelor of Applied Science, Field Of Study Photography. Ciara’s ‘day job’ is acting as Development Coordinator for the Conklin Center for the Blind, which she loves! Outside of work she is a co-founder of Art in the Alley Daytona, an effort to bring more public art to our downtown area. She was also just recently honored as one of this year’s New Journals 40 under 40. Ciara also recently graduated from the Daytona Chambers Leadership Daytona Class XXXVII. A personal project that Ciara has begun is opening up her Etsy shop, Free Fawn Vintage, which specializes in selling vintage clothes, housewares, and accessories. 

Lauren Lanier

Lauren Lanier currently lives in Ormond Beach and has been a local to central Florida for over 20 years. She grew up in New Smyrna, attended college in Tallahassee and Orlando, and graduated from University of Central Florida in 2008. Her degree focused on marketing, advertising & communications. She has experience in marketing, event planning and sales. Lauren is the Marketing Manager at Ormond Outpost and also owns a internet advertising business, Anchored Marketing. She enjoys networking, boating, and going to the beach with her fiancé & two Labradors.

Our Community

Based in Volusia County, The Boss Lady Retreat is a year-round community of workshops, online tools, meetups and brunches leading up to a-two day weekend retreat in New Smyrna Beach, Florida. We believe in sharing our skills, supporting each other and mixing work and play as much as possible. The Boss Lady Retreat is for women with a desire to grow personally and professionally while making strong friendships along the way. 


Our Events



Workshops take place throughout the year and feature interactive topics led by female entrepreneurs and professionals throughout Volusia County. Workshops range from floral design to business accounting and are designed to showcase the talented women in our community as well as connect women to resources they need to grow their venture or career. 

Online Resources

We offer a private online community where you’ll find support, webinars, worksheets and a resource library to help you advance your goals and ideas. 


It’s no secret that bosses like to brunch and our invite-only brunches are intimate affairs where we can laugh, share our stories and talk shop over a decadent brunch by a local chef and mimosas. 

social events

We host member-only meet ups, VIP access to local events, cocktail classes, mixers and other events where you can connect with likeminded women and retreat from your daily hustle. 


Want in on upcoming events + happenings?

Sign up for our newsletter