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Announcement - Top of Page
  • Our School

    Windermere Preparatory School's academic approach is built on complex problem solving and critical thinking and culminates with the International Baccalaureate (IB) Diploma Programme.

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  • Academics

    Learn more about our Academic Plan, Core Values, Rigorous Curriculum and more.


  • Students

    Students at WPS experience academics, arts, athletics, community service and extracurricular activities.

    Our Students

  • Fine Arts

    At Windermere Preparatory School, the Fine, Media, and Performing Arts are an integral part of our curriculum enhanced by a unique collaboration with The Juilliard School.

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  • Admissions

    The Admissions Office looks forward to working with your family through every step of the Admissions Process.

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  • Boarding

    The Boarding Program offers students an exceptional global opportunity, first-class education, and a safe home environment.

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  • News and Events

    Stay up-to-date on the latest news, information, and events for WPS.


Gary Conroy

Gary Conroy

Founder and CEO - The Startup Studio

Gary is a serial entrepreneur, educator, and business consultant. Born in Dublin, Ireland, Gary moved to the United States and began a distinguished career in entrepreneurship and entertainment asset management and ownership. An American citizen since 2001, Gary has built several companies ranging from commercial real estate management, a restaurant investment group, and a consultancy group.

Today, Gary’s career is anchored in bringing entrepreneurship education to as many people as possible as the Founder of the Startup Studio. He passionately believes in integral management solutions that hinge around building teams with talented and sophisticated partners that share his fundamental focus on creativity, strong network building, and the true power of relationships.

Gary is also a lifelong musician, songwriter and music producer and is the Founder and President of MUEZK LLC, a solutions company built as a brand new way to represent artists in the music industry. He is also the Founder of TeninTwelve, a production company that represents a new and disruptive creative force made up of a unique blend of true artistry and true entrepreneurship merged in the belief that it is originality that is tantamount to achieving market placement in music making and brand creation.

Gary resides in Winter Garden, Florida with his wife Dana and their three daughters, Casey, Madi and Emma.

To learn more about The Startup Studio, please click here.