Roberta Osorio
Bronx
Summary
Dynamic leader with extensive experience in crisis management and program development. Proven success in team leadership and training design, resulting in enhanced stakeholder engagement. Expertise in designing workshops and programs that promote growth and excellence across diverse environments.
Overview
22
22
years of professional experience
1
1
Certification
Work History
Director of Post-Placement Counseling
Prep for Prep
New
07.2022 - Current
- Oversee the health and well-being of approximately 700 Prep for Prep students in grades 6-12 currently enrolled in independent schools
- Manage and support a team of 10 counselors, emphasizing professional development and growth
- Design training modules for staff to hone student support skills
- Maintain relationships with school partners and outside vendors to better support students
- Sit on the Leadership team collaborating with the CEO, ED, and other Directors to ensure the health of the organization
- Manage students and families in crisis in partnership with the Director of Mental Wellness
- Founded a Parent and Guardian workshop series to educate families
- Co-founded a Family Council to better support the needs of parents and guardians
- Co-founded a joint student conference with Oliver scholars to encourage networking and solidarity
Middle School Academic Dean grades 5-8
Convent of the Sacred Heart
New York
08.2018 - 06.2022
- Led the academic life of the MS, emphasizing foundational skills such as reading, writing, question formation, and critical thinking.
- Partnered with the Head of Middle School and Department Chairs on hiring and evaluation.
- Partnered with lower and upper academic deans in overseeing the scope and sequence K-12 to ensure cohesion.
- Co-facilitated the faculty evaluation committee, managing the creation and implementation of a new growth and renewal system.
- Wrote Middle School affinity group curriculum for students of color
- Trained faculty on effective classroom experiences that prioritized student learning.
- Managed individual academic student concerns in partnership with teachers and families.
- Oversaw academic policies such as grading, attendance, academic probation, etc. to promote clarity and structure
- Served on the Awareness Council, leading the school in equity and inclusion work.
- Served on the admission team, ensuring that the Middle School attracted, accepted, and retained mission-aligned students.
Upper Learning Assistant Principal grades 9-12
The Galloway School
Buckhead
07.2016 - 06.2018
- Supervised and evaluated faculty members through a growth and renewal lens.
- Chaired the Senior Project Committee, redesigning the program to focus on student choice and learning.
- Created and oversaw the class registration process to maximize efficiency.
- Tended to the tone and culture of the division to create an atmosphere of trust, respect, and inclusion.
- Served on the Upper Learning admission committee to ensure the Upper School attracted, accepted, and retained mission-appropriate students.
- Served on the Upper School student support team in collaboration with the counselor, learning specialist, and principal to ensure student academic, social, and emotional wellness.
- Served on the school's Teaching Team, attending to issues of curriculum and professional development to support and nurture a strong faculty.
- Co-created a course on cross-cultural communication to increase cultural competence.
Executive Assistant to the Head of School
Swift School
Roswell
08.2015 - 06.2016
- Provided high-level administrative support to the Head of School's office
- Facilitated the strategic plan process to ensure clarity and accountability
- Created a facilities request process to streamline event planning
- Oversaw school calendar, tightening communication throughout the school community
- Coordinated all school events, setting a standard for appearance while supporting the brand
- Organized weekly parent newsletters ensuring consistent and informative parent communication
- Prepared and edited correspondences, reports and presentations with an eye for engagement, accuracy and professionalism
Director of Admission and Financial Aid
Worcester Academy
Worcester
07.2013 - 06.2014
- Oversaw and administered a $5.8 million financial aid budget.
- Led recruitment and enrollment for grades 6-12, and a postgraduate program.
- Executed new processes and procedures to increase customer service and efficiency.
- Redesigned Open House to give families more choices.
- Introduced the concept of enrollment management and served on the Enrollment/Revenue Committee.
- Designed and implemented marketing strategies with the Director of Marketing to identify and attract families that are well-suited for our school community.
Associate Director of Admission
Worcester Academy
Worcester
07.2012 - 06.2013
- Managed recruitment and enrollment for grades 6-8
- Increased feeder school outreach by visiting more than 30 schools.
- Implemented a new middle school interview process that increased middle school interviews.
- Developed and coordinated the Jr. Ambassador program with over 30 middle school students, increasing leadership opportunities
- Chaired the Middle School admission committee, enrolling mission-appropriate students
Form Dean, Class of 2012 & English Teacher
Ethical Culture Fieldston School
Riverdale
07.2008 - 06.2012
- Cared for the academic, emotional, and social life of 148 students
- Member of Upper School administrative team, managing the daily operation of the High School
- Supervised 15 faculty advisors who actively supported the needs of the grade
- Served on the 9th-grade admission committee to enroll mission-appropriate students
- Implemented advisory breakfast to build community
- Provided feedback about probationary and long-term contract faculty to round out the evaluation process
- Coordinated and implemented student-centered discipline procedures
- Taught Form III English
Assistant Dean of Students & English Teacher
Noble and Greenough School
Dedham
07.2003 - 06.2008
- Served on the Dean's group, managing the Upper School student body.
- Member of the Student Life Team managing cases of students of concern in consultation with the school psychiatrist, the school nurse, and Dean of Students
- Founded and implemented Summer Bridges Program for new students of color, helping to community and easing the transition
- Directed diversity initiatives for the boarding program to heighten awareness
- Advised the Multicultural Students Association and Sister to Sister, an affinity group for girls of color.
- Interim Director of Multicultural Services during the 2005-2006 school year.
- Facilitated all multicultural initiatives and events to promote cultural awareness
- Participated in the hiring process, interviewing all prospective candidates
- Taught 9th grade English
- Served as an advisor to a group of 8 to 9 students.
- I served on the 9th-grade admission committee to enroll mission-aligned students.
Education
Ed.M - Human Development and Psychology
Harvard School of Education
Cambridge, MA01-2008
BA - English
Columbia University
New York, NY01-2003
Skills
- Crisis management
- Program development
- Team leadership
- Training design
- Stakeholder engagement
- Academic oversight
Activities And Professional Development
- NPEA Presentation: Centering Student Identities During Crisis: A Culturally Responsive Approach, 2024
- NYSAIS Associate Heads and Division Heads Conference, Committee Member, 2023 to Present
- Equality Charter School, Board Chair, 2023 to Present
- Equality Charter School, Board Member & Academic Accountability Committee Chair, 2020 to 2023
- EMA Presentation: The Barrier of Gratitude: Supporting BIPOC Families, 2023
- PoCC Presentation: Centering Student Identities During Crisis: A Culturally Responsive Approach, 2023
- PoCIS New York, Associate Director, 2020 to 2023
- Narrative 4, Facilitator, 2019 to Present
- Institute for Teaching Diversity and Social Justice Summer, 2019
- PoCIS ATL, Founder and Director of, 2016 to 2018
- NAIS People of Color Conference, Affinity Group Lead Convener, 2016 to 2018
- BOLD Leadership Summit at The Galloway School, Founding Staff Member, 2016 & 2017
- NAIS People of Color Conference, Planning Committee Member, 2007 & 2016
- Kingswood Oxford Institute for Leaders of Color, 2014
- NAIS Aspiring Heads Fellowship, 2012 to 2013
- NAIS People of Color Conference Leadership Seminar: Developing and Mentoring Leaders of Color, 2005 & 2011
- Student Diversity Leadership Conference, Faculty Member, 2018
Certification
Energy Leadership Master Practitioner (ELI-MP)
Timeline
Director of Post-Placement Counseling
Prep for Prep
07.2022 - Current
Middle School Academic Dean grades 5-8
Convent of the Sacred Heart
08.2018 - 06.2022
Upper Learning Assistant Principal grades 9-12
The Galloway School
07.2016 - 06.2018
Executive Assistant to the Head of School
Swift School
08.2015 - 06.2016
Director of Admission and Financial Aid
Worcester Academy
07.2013 - 06.2014
Associate Director of Admission
Worcester Academy
07.2012 - 06.2013
Form Dean, Class of 2012 & English Teacher
Ethical Culture Fieldston School
07.2008 - 06.2012
Assistant Dean of Students & English Teacher
Noble and Greenough School
07.2003 - 06.2008
Ed.M - Human Development and Psychology
Harvard School of Education
BA - English
Columbia University