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Title of Position: Academic Intervention Lead (AIL), Win Tutoring Program

Department: Program Support Services

Reports to: Program Director

Direct Reports: After School Tutors

FLSA Status: Non-Exempt

Salary: $60,000 - $65,000

About Win

Win is a leading provider of shelter, supportive housing, and innovative programs for families with children experiencing homelessness, in New York City. Our equity-driven Way to Win model takes a multifaceted approach to overcoming barriers to stable housing by offering essential services, including childcare, employment support, legal aid, high-impact youth programs, and housing assistance. We are seeking dedicated individuals who share our mission to end homelessness and provide families with the innovative support they need to secure permanent housing.

Purpose of the Opportunity Are you a passionate educator who believes every child deserves a chance to thrive, no matter what their circumstances? Do you bring energy, empathy, and creativity to your work? Win is looking for a dynamic, mission-driven leader to join our team as the Academic Intervention Lead. If you are someone who thrives in fast-paced environments, loves mentoring others, and is committed to educational equity, this is your opportunity to make a real impact. Join us in transforming the lives of New York City’s most vulnerable students by creating safe, inspiring learning spaces and empowering families through education. Your leadership could be the turning point in a child’s journey toward a brighter future.

Key Accountabilities:

Academic Program Leadership

• Design and implement tutoring schedules and academic intervention strategies.

• Ensure alignment with educational standards and trauma-informed practices.

• Monitor and evaluate the effectiveness of tutoring sessions.

Student Assessment & Progress Monitoring

• Develop and apply assessment tools to identify student needs and track academic progress.

• Collaborate with tutors to tailor instruction based on assessment data.

Tutor Management & Development

• Recruit, train, and supervise after-school tutors. • Provide coaching and professional development, including trauma-informed care practices. • Foster a collaborative and supportive team environment.

Family & Community Engagement

• Coordinate monthly parent learning sessions on topics like literacy and navigating school systems.

• Build strong relationships with parents and shelter staff to support student learning at home.

• Partner with local schools, libraries, and educational nonprofits to enhance program resources.

Program Evaluation & Reporting

• Collaborate with the Program Director and RESL team to track program implementation.

• Contribute to data collection, reporting, and strategic learning sessions.

Safe & Inclusive Learning Environment

• Promote a welcoming, culturally responsive, and emotionally safe space for students.

• Support tutors in applying SEL and trauma-sensitive teaching strategies.

Communication & Coordination

• Maintain open communication with the program team and Win leadership.

• Participate in team meetings and contribute to program planning and improvement.

Essential Functions

• Must be able to travel to Win pilot sites across East Harlem to oversee tutoring sessions and to Win’s headquarter when needed.

• Must be able to move around shelter and school environments, including walking, standing, and navigating stairs or elevators as needed.

• Must be able to attend and actively participate in team meetings which may involve sitting for extended periods and using a computer or other digital tools.

• Must be able to operate a computer, tablet, or similar device for communication, planning, and reporting purposes.

Required Qualifications:

• Bachelor’s degree in education, child development, or related field (Master’s preferred).

• 3–4 years of experience in academic intervention, including at least 1 year in a supervisory role.

• Knowledge of literacy and numeracy intervention strategies.

• Commitment to educational equity and Win’s mission.

Preferred Qualifications:

• Experience in Education in Emergencies (EiE).

• Background working with underserved youth or in shelter settings.

• Proficiency in Spanish.

• Experience with trauma-informed educational practices.

Core Competencies:

• Leading Others: Lead by example, doesn’t stay behind the desk, stay visible to staff and clients. Assist with the implementation of initiatives and escalate issues appropriately. Develop knowledge of internal policies and procedures for responding to issues.

• Facilitating Change: Assist in overcoming resistance to change. Inspire and motivate others. Develop and meet challenging but achievable goals with the clients’ well-being in mind.

• Managing Performance: Monitor performance against predetermined standards set by Win and funders. Share constructive feedback, quickly adjust to new demands. Holds self and staff accountable for performance at high standards.

• Applying and Developing Expertise: Take client issues to the appropriate people within the organization to obtain the most accurate information to meet customer needs. Apply technical knowledge to solve a range of problems. Understands and upholds all policies and procedures described in the Win Employee Handbook.

• Collaborating and Communicating: Values the full spectrum of diversity and inclusion for clients and staff. Listens well and actively engages with others with honesty and integrity.

WIN’S DIVERSITY, EQUITY & INCLUSION HIRING COMMITMENT

Our most effective service to our community comes from a diverse mix of minds, backgrounds and experience. As a result, we are committed to cultivating an inclusive work environment. Win actively seeks a diverse applicant pool and encourages candidates of all backgrounds to apply. We provide equal opportunities to all employees and applicants for employment without regard to race, religion, color, age, sex, national origin, sexual orientation, gender identity, genetic disposition, neurodiversity, disability, veteran status or any other protected category under federal, state and local law.