Rolando Bailey
Apopka,Fl
Summary
Servant leader with a passion for equity and access for all students, and a proven record of raising
student achievement and closing gaps. Coalition-builder who develops authentic, collaborative
relationships with stakeholders and creates transparent systems focused on ensuring students reach their fullest potential.
Overview
26
26
years of professional experience
Work History
Area Superintendent
OCPS
Orlando , FL
2022.05 - Current
- Led turnaround efforts with learning community principals to use progressive approaches for school reform as instructional leaders in a learning community with ethnically diverse student population, a sizeable number of English language learners (40%), and a large percentage of students eligible for free or reduced lunch programs (60%) resulting in 30 of the 38 schools earning an A or B on the state accountability system
- Led the planning and implementation of school based instructional leadership teams across 37 schools and over 1700 teachers focused on literacy and developing teacher leaders resulting in narrowing of the achievement gap in ELA for Black, Hispanic, Economically Disadvantaged, and Students with Disabilities
- Narrowed the achievement gap for Hispanic, ELL and Economically Disadvantaged subgroups in
Mathematics - Oversaw the development and expansion of curriculum resources and professional development
focused on standards-based instruction and small group interventions to address learning loss due to
the pandemic
Principal
Evans High School
2017.01 - Current
- Led initiatives resulting in a 7-point increase in the graduation rate from 84% to 91%, a 10-point increase in Biology EOC scores, and an 11-point increase in ELA state reporting categories.
- Implemented a student discipline program, resulting in a 6% decrease in school discipline referrals.
- Established an extended learning center within the school to offer credit recovery opportunities for 50 at-risk students
- Facilitated the return of 80% of identified students to a traditional school schedule within 12 weeks
- Reduced school internal/external debt by $250,000 dollars within the 1st year as Principal by restricting school based allocations.
- Raised over 40,000 scholarship dollars by implementing a grass roots campaign and engaging local community members in supporting student college tuition expenses.
- Successfully obtained $500,000 in funding to support a bonus program of $3,000 for teachers new to the organization as well as those already employed.
- Organized and chaired regular meetings with departmental staff members to discuss issues and plan activities.
Principal
Freedom High School
2013.01 - 2017.01
- Used data driven decision- making to create FSA/EOC/AP school-wide plan that produced
- A school rating for 3rd consecutive year 65- point increase in school grade calculations (Top100 High School in Florida)
- 7 % increase in Math performance (82% overall)
- 13% increase in Lower 25% in Algebra (80% overall)
- 12% increase in Writing performance (81% overall)
- 91% graduation rate
- 49% of students taking AP exams passed ; (3150) administered
- Provided leadership to High school serving 3200 students
- School serving a diverse populations of learners that includes 60% Hispanics, 25% Caucasians , 12% Black, 3% Indian, 30% ELL, 65% FRL
- Supervised and assessed over 250 staff members by evaluating their performance and responsibilities in the achievement of the school goals and district priorities
- Provide ongoing technical and instructional services to staff and students based on identified needs and data including implementation of evidence-based instructional strategies, Professional Learning Communities, Marzano observation feedback, progress monitoring, differentiated instruction, and training on the Common Core Standards along with sample test items from the Florida Standards Assessment Test (FSA).
- Promote and support School Improvement Plan (SIP) initiatives through implementing and enforcing all components of the Florida Continuous Improvement Model.
- Coach, mentored, supervised, and assessed teachers and staff on their performances and responsibilities towards achieving school goals and district initiatives.
- Build credibility, establish rapport, and maintain communication with stakeholders at multiple levels, including those external to the organization.
- Maintain expert knowledge on educational best practices that improve student achievement in all content areas.
Principal
Liberty Middle School
Orlando Fl.
2011.01 - 2013.01
- Provided leadership to middle school serving 1100 students
- Title I school serving 70% Hispanics, 20% Caucasian, 10% Black- 40% ELL, 90% FRL
- Increased the number of Middle school students having access to High School credits from 2-6 courses
- Used data driven decision- making to create FCAT school-wide plan that produced:
- 60 point increase in school grade
- 65 % of Lowest 25% students met learning gains in Reading
- 77% of Lowest 25% students met learning gains in Math
- 95 % of students passing EOC in Algebra
- Conducted annual assessments of student performance data to determine effectiveness of academic programs and interventions
- Implemented a school wide grading policy resulting in consistent grading practices across content level departments
- Collaborated with stakeholders to create a School Improvement Plan
- Obtained grants for technology where an additional 3 computer labs were added
- Supervised and assessed over 160 staff members by evaluating their performance and responsibilities in the achievement of the school goals and district priorities
Assistant Principal
Evans High School
Orlando Fl
2006.01 - 2011.01
- In the absence of the principal, assumed responsibility for the total operation of the school
- Assisted principal in planning, developing and balancing a $13 million dollar school budget
- Planned and directed activities for 2100 students and 250 faculty members
- Used data driven decision- making to create FCAT school-wide plan that produced:
- 50 point increase in school grade
- 55 % of Lowest 25% students met learning gains in Reading
- 78% of Lowest 25% students met learning gains in Math
- Implemented Reading and Writing Center to foster and encourage reading and writing
- Created a Zero Period, plan for students with past academic struggles to recover credits
- Formed a academic committee that led to an overall increase of 17% graduation rate and a 6% decrease in our drop-out rate that focused on collaborative and data-based decision making
- Increased attendance rate by 8% over a 4-year span going from 82% to 90%
- Decreased the amount of students under the age of 16 involvement in family truancy court by 6%
- Developed a comprehensive safety plan for students, faculty and staff which resulted in an overall decrease of campuses interruptions
Assistant Principal
Apopka Memorial Middle School
Apopka Fl
2004.01 - 2006.01
- Supervised and evaluated English, ESOL, ESE, Math, Reading, Science Social Studies and Electives
- Created Cultural Diversity Day to celebrate the vitality and importance of cultural diversity
- Sustained parent, teacher and student involvement through the creation of “NESTS” Nurturing Every Student To Succeed, an initiative developing assets in students.
- Used data driven decision making to create FCAT School wide plan that produced:
- An overall increase in school grade (B to A)
- Increase in lowest 25% Reading (5%)
- Increase in lowest 25% in Math (7%) 87 % of students met high standards in Writing
Mathematics Teacher/Interim Dean
Liberty Middle School
1999.01 - 2004.01
- Instructed Mathematics to 7th - 8th grade at- risk students
- Produced learning gains with 85% of students of the lowest 25%
- Liaison with Area- Administrator to prepare and present suspension/expulsions
- Team Leader
- School Advisory Council Member
- Co-Chair of the Mentors for Liberty Program
- Administrative Detention Coordinator
- Supervised Lunch Duty, Transportation Duty and Morning/Evening Supervision
- Facilities Coordinator
Education
Educational Leadership Doctoral Program -
University of Central Florida
05.2023
M.A. - Educational Leadership
Troy State University
01.2004
B.A. - Business Administration
University of Bethune-Cookman
01.1998
Skills
- Leadership skills
- Education leadership
- Data-driven decision-making
- School improvement planning
- Staff supervision and assessment
- Grading policy implementation
- Collaboration and stakeholder engagement
- Budget planning and management
- Safety planning
- Cultural diversity promotion
- Instruction and mentoring
- Team leadership
- Professional development facilitation
- Observation and training
- Curriculum development
- Accreditation committee membership
Professionalmembershipsawards
- 2018/19 Harvard Public Education Leadership Project District Team Member
- 2017/18 OCPS Spirit of Excellence Principal of the Year
- 2017 FMEA Principal of the Year (State of Florida)
- College board SAT suite member 2016-Present
- District Professional learning community facilitator
- Marzano Master Observer Trainer for OCPS
- Member of Association of School Curriculum and Development
- Southern Association for Colleges and Schools Accrediting Committee Member
- Member of Kappa Alpha Psi
References
References Available Upon Request
Timeline
Area Superintendent
OCPS
2022.05 - Current
Principal
Evans High School
2017.01 - Current
Principal
Freedom High School
2013.01 - 2017.01
Principal
Liberty Middle School
2011.01 - 2013.01
Assistant Principal
Evans High School
2006.01 - 2011.01
Assistant Principal
Apopka Memorial Middle School
2004.01 - 2006.01
Mathematics Teacher/Interim Dean
Liberty Middle School
1999.01 - 2004.01
Educational Leadership Doctoral Program -
University of Central Florida
M.A. - Educational Leadership
Troy State University
B.A. - Business Administration
University of Bethune-Cookman
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