About

Sierra Service

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.

Gwen Gascoigne

Secretary

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.

Powell Kay Kreis

Marketing Chair

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! She has been on the board since 2020 and led the 50th Anniversary & Reunion planning committee.

Powell attended the 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 and has worked at LeMoyne Arts ever since. She’s LeMoyne’s Chain of Parks Art Festival Director, and loves bringing the community together through art.

Blaine Fasone

Board Member

Born and raised in Tallahassee, Florida, Blaine Fasone is a proud SAIL High School alumnus, Class of 2012. His creative journey began with a deep love for film photography during his high school years, a passion that continues to shape his perspective today.

Though he once imagined leaving his hometown, Blaine grew to embrace Tallahassee’s unique charm and community spirit. That connection led him to Florida State University, where he built a career in Information Technology and Accounting. He now serves as a Business Analyst with FSU’s Information Technology Services, blending technical insight with strategic thinking.

Blaine’s dedication to community extends beyond the University. He previously served as a board member and treasurer for Havana Main Street in Havana, Florida, contributing to local revitalization efforts. Driven by curiosity, connection, and a desire to make meaningful change, Blaine is always seeking his next opportunity to grow, collaborate, and leave a lasting impact.

Steve Heil

Board Member

Steve is a SAIL graduate, class of 1987, and a parent of a SAIL graduate, the salutatorian of class of 2024. Steve went on to earn his Bachelors of Science degree in computer science from The Florida State University in 1992.

Shortly after moving to Atlanta, GA, in 1995, Steve joined IBM as a technical specialist, where he recently celebrated his 30th year with the company. In 2014, Steve moved back to Tallahassee and became involved in SAIL activities with his youngest daughter.

Steve is a strong advocate for public schooling, believing that a good education can solve most of the world’s problems.

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.

Tammy Jeanminette Lavine

Board Member

Tammy is a proud mother of two SAIL graduates (2004 and 2017). Her 2004 graduate (Uramis R Lavine) is a chef and an assistant meat manager at Publix Supermarket. Her 2017 graduate (Uziel M Lavine) will be graduating on August 2, 2025, with a bachelor’s degree in science in Aerospace Engineering. Tammy credits SAILteachers and administrators with steering her sons into the successful men they are today. While they both were students at SAIL, Tammy was very active in the PTSO and served in the officer rolls of treasurer and president. She also made herself available for whatever other needs that SAIL needed accomplished.

Tammy was born in New Iberia, LA and moved to Tallahassee 38 years ago. She worked for the City of Tallahassee from 1987 through 1998 managing the City’s investments. She was then hired by the FSU Foundation in 1998 as their Director of Investments. She serviced in that capacity until May 2021 when she retired. Currently as a retiree, she spends her time enjoying life. She travels a lot, works part time at Publix, and serves on her neighborhood’s homeowner association board. She enjoys spending time with family and friends. And she often finds time to volunteer for many different organizations.

Angela Miller

Board Member

Angela is a SAIL Alum, class of 2002. SAIL changed her life and made a huge impact on the person she is today. She graduated with her Bachelor’s in Accounting degree from University of North Florida in Jacksonville.

Angela has almost 20 years of accounting experience. She works for Watson & Associates, PA, CPA’s, and works with clients from individuals to non-profits. She prepares and oversees the preparation of tax returns, tax planning and full service bookkeeping. She is currently sitting for her CPA exam and anticipates completion in 2025.

In her free time, Angela enjoys being a mom to her two children and spending time with friends and family. Angela also enjoys volunteering her time in the local community.

Durward Rackleff

Board Member

Durward Rackleff is a proud SAIL alum, class of 2001, and the youngest of three Rackleff siblings to attend SAIL. While a freshman at SAIL, Durward spoke alone before the Leon County School Board to call for LGBTQ-inclusive anti-harassment protections—a policy that was ultimately adopted and expanded under Superintendent Bill Montford. He was awarded SAIL’s first Aquilina C. Howell Make a Difference Award in April 2000.

Durward’s career reflects SAIL’s influence on his passion for reinvention and civic engagement. Alongside earning degrees in nursing, and healthcare quality he worked as a pediatric ICU nurse and later held roles in hospital administration and healthcare policy. He went on to earn an MBA from Cornell University and currently works in business development for mental health startups, including his current role at Rula Health.

Though based in New York City, Durward regularly returns to Tallahassee to spend time with his mother and many friends, and is excited to give back to the school that helped shape his path.

Marsha Turner

Board Member

SAIL Alum, Class of 2000. SAIL Highschool was able to give Marsha the tools and resources to continue her higher education at Tallahassee Community College and Florida State University where she received a B.S. in Finance and Real Estate. Marsha has been involved with her local Rotary Club and served on other local boards throughout her career. Most recently, Marsha served on the Florida Association of Government Guaranteed Lenders (FLAGGL) Board, a State-wide organization and was Co-President of the organization from 2023-2024.

Marsha currently serves as a Vice President/Business Development Officer for Florida Frist Capital Finance Corporation (FFCFC) in since 2019. FFCFC is a Certified Development and is licensed by the Small Business Administration (SBA) to help clients achieve their small business dreams through the SBA 504 loan program. Marsha has over 25 years of banking experience on both the commercial and retail side. She is a native of Tallahassee and provides comprehensive service through the SBA loan process. Prior to joining FFCFC, Marsha served as a commercial lender with Prime Meridian Bank, where she worked closely with borrowers in both commercial and consumer lending roles.

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.

Rosanne Wood Applied Individual Learning

rosannewood.com