Mission
The SAIL Foundation supports the mission of SAIL High School through the development and implementation of school improvement initiatives and model programs; by awarding grants and scholarships; and by leveraging community resources to support, strengthen and improve education at SAIL High School.
Goals
- Provide educational resources
- Support teachers and administrators
- Community outreach and engagement
- Establish a welcoming community for SAIL supporters
Participation
The SAIL Foundation is built on the participation and engagement from SAIL alum and current students, families of current SAIL students and alum, current and former teachers and staff, and interested community members.
To continue on our mission and support our goals, expanding participation is key. Join us today.
Become a Member
Become a volunteer
The SAIL Foundation has been established as an organization described in section 501c(3) of the Internal Revenue Code, contributions to which are tax-deductible for federal income tax purposes.
Board
Carrie Gaudio
President
A SAIL Alum, class of 2006, SAIL has motivated Carrie to be a life-long learner both personally and professionally. Graduating Summa Cum Laude with a B.S. in Sociology from Florida State University, Carrie seeks to build community and improve social systems through nonprofit work and thoughtful business operations strategy. She previously worked at the Agency for Health Care Administration as the Policy Coordinator for Health Information Technology overseeing statewide health information exchange initiatives, and as the Executive Director of an Aging In Place organization. Carrie currently provides office management and bookkeeping for small businesses, and in tandem with her work with the SAIL Foundation, is working to develop the Red Hills Community Cemetery as part of the foundational board. Carrie maintains a commitment to education, assisting with many SAIL drama and Southern Shakespeare Company set designs and productions and with Grassroots Free School fundraising efforts. Carrie lives in Tallahassee, Florida with an incredible partner and their remarkable child who loves books and puzzles.
Sierra Service
Vice President
Sierra Service is a SAIL Alumna, class of 2005. As a student at SAIL, Sierra was able to build upon her love of theater and began to discover her voice as a director, with the guidance of her amazing theater teacher Trish Stapleton. Sierra graduated Summa Cum Laude with a B.S. in Theater Education from Florida Agricultural and Mechanical University. The universe must have wanted her to teach at SAIL because just as she attained her degree, the drama position opened up at her favorite school and she has been teaching Theater at SAIL High School since graduation. She has been teaching at SAIL for ten years now. Sierra is passionate about theater at SAIL, as well in the Tallahassee community, and has worked with Southern Shakespeare Company acting in productions, as an educator, and as a costumer for their young company, The Bardlings.
Milly Hardin
Secretary
Milly Hardin is a Tallahassee native and SAIL Alumna, class of 2004. SAIL has played an integral role in shaping her life and community. She has two brothers who are also SAIL Alumni, and a daughter currently attending. Milly graduated from Florida State University, Summa Cum Laude, with a B.A. in Editing, Writing and Media. Her work as a Grant Writer at the Florida Department of Commerce allowed her to pursue her passion in providing support to communities affected by substance use. She has also worked as a Contract Manager at the Agency for Health Care Administration in the field of health information exchange. An avid consumer of all things science-fiction and fantasy related, you can usually find Milly reading.
Sarina McKinstry
Treasurer
Born and raised in Tallahassee, Sarina McKinstry graduated from SAIL in 2013. As the Student Body President from 2012 – 2013 and an avid SGA member for her four years at SAIL, she was consistently active with the school and its patrons. Post-graduation, Sarina pursued a career in bookkeeping and accounting, working in construction, property management, and real estate. After spending five years in Silicon Valley, she has moved back home to spend more time with friends and family and to re-engage with her beloved home community. Her time at SAIL was a flourishing part of her youth, and she is delighted to be a part of the school’s family again.
Gwen Gascoigne
Board Member
Gwen Gascoigne is a SAIL Alum from the class of 1988. During her two years at the school, she learned to question convention and embrace change and diversity. She made lifelong friends there and most recently was one of two planners for a successfull mini-reunion of late 80s and early 90s students, in 2023. She enjoys living in the Old Town Neighborhood, where she’s resided for a number of years. She works in Financial Services at Tallahassee Community College College, and was previously employed as a customer service manager at Whole Foods for five years. She has experience in event planning and administration. She takes pleaasure in casual photography with her camera phone, and exploring the history and unique features of our local community. Perhaps this is driven by the fact that although she’s a Tallahassee native, she lived in Arizona for 25 years. Each part of the country helped her appreciate the other. She’s enthusiastic about serving on the Board.
Amina Kamau
Board Member
Amina Kamau, Sail Student Body President class of 2014, is a seasoned political organizer dedicating her career to mobilizing communities for social change. With a background in grassroots activism, she brings a wealth of experience in orchestrating campaigns. Known for her prolific voter registration work and ability to inspire diverse groups, Amina is currently working on a crisis campaign in response to the legislature’s recent attacks on higher education.
Powell Kay Kreis
Board Member
Born and raised in Tallahassee, Powell graduated from SAIL in 2009. She adored her time at SAIL, and loved having her mother (Rosanne Wood) as her principal!
Powell attended University of North Florida and received her BFA in Fine Art, Painting, Drawing and Printmaking.
She then went on to be a fashion accessory and jewelry designer at Chico’s FAS headquarters for 6 years, doing freelance work and selling original creations as well.
Powell moved back to Tallahassee in 2019; she loves the Tallahassee community and is glad to be closer to her family.
Powell is now the LeMoyne Arts Programming Director, in charge of Exhibits, Chain of Parks Art Festival, Art & Soul Celebration, and the Holiday Show.
SAIL was an extremely influential and positive place for Powell, she considers herself a devoted alumni, hoping to keep the spirit of SAIL alive!
Evan Marty
Board Member
Evan Marty is a lifelong Tallahasseean and a member of the SAIL High School class of 2022. Mr. Marty served as SAIL Student Body President 2021-2022 after holding many student leadership positions in the SAIL student body and National Honor Society chapter. He chaired the Leon County Schools Student District Advisory Council in 2021-2022. He is a member of Youth Leadership Tallahassee Class 17 and is a founding member of the Tallahassee Police Department Youth Citizens Advisory Council. As part of his lifelong commitment to the dramatic arts and particularly technical theatre, he has been active in the SAIL Drama Club and curricular drama, as well as being a member of the Young Actors Theatre (YAT) Company and a founding member of the YAT TECH group. Mr. Marty will attend Florida State University.
Jodi Wilkof
Board Member
Jodi is the proud mother of a recent SAIL alum. Although she heard friends singing SAIL’s praises for many years, she fell in love with the school while managing Rosanne Wood’s campaign for School Board. Being on the campaign trail with Rosanne, Jodi met hundreds of SAIL students, teachers, and parents. The stories she heard about how SAIL changed – and at times saved – students’ lives endeared her to the school’s mission and she has been grateful to be a member of the SAIL community ever since.
Jodi received her undergraduate degree from Florida State University and her JD from the University of Virginia School of Law. She has been a staff attorney to the judges of Florida’s 18th Judicial Circuit, the U.S. Court of Appeals for the Eleventh Circuit, and Florida Supreme Court Justice Barbara J. Pariente. Currently, Jodi serves as Chief of Staff to Leon County Commissioner Rick Minor.
Rosanne Wood
Board Member
Rosanne Wood has been recognized as one of Florida’s pioneer educational innovators. After graduating from FSU with a Master’s Degree in Social Studies Education, Rosanne served as a founding teacher of SAIL. Three years later, she became the principal of SAIL. Rosanne served as the SAIL principal for 32 years, until her retirement in 2010, which makes her both the youngest person in the state to be a principal, as well as the longest-serving principal at the same school.
Under her leadership, SAIL received national and state recognition for groundbreaking work with students whose interests and talents were not met in traditional public schools. In 2010, the College Board recognized SAIL as one of 6 best schools in the nation for “Innovation in the Arts”.
Rosanne continues to be a strong advocate for full funding of public schools, less standardized testing and emphasis on school grades, more magnet programs to help with innovation and desegregation, required recess for all elementary students, no D or F grades for our youngest children, more career-technical programs with internships for high school students, better pre-k programs and sustainable energy practices in Leon County Schools. Rosanne regularly speaks out against top-down Legislative proposals that weaken public schools.
In 2016, Rosanne was elected to the Leon County School Board, and she was unopposed for her 2020 re-election. In addition to being a school board member, Rosanne currently serves on the board for the Foundation for Leon County Schools, the advisory board for the South City Foundation and as Past President and board member for the Council on Cultural Arts (COCA).
Rosanne has been married to Pete Kreis for 30 years and has one daughter (Powell Kreis – also on the SAIL Foundation Board). She also has two step-sons and is grandmother of their five children.