Win is seeking a dedicated Entitlement Specialist to support families on their path toward housing stability and self-sufficiency. In this role, you will serve as a key liaison between clients and government agencies, helping families secure critical public benefits, navigate complex entitlement systems, and access the resources they need to achieve long-term success. You will combine advocacy, case support, financial education, and client engagement to help remove barriers and strengthen outcomes for families experiencing homelessness.
WHAT YOU WILL DO
Screen clients for eligibility and connect them to available public and private benefits programs
Assist clients with benefit applications, recertifications, appeals, and ongoing entitlement maintenance
Serve as a liaison between clients and government agencies, including HRA, Social Security, and other service providers
Escort clients to appointments and advocate on their behalf to ensure timely access to services and benefits
Prepare families for successful rehousing through financial education, benefits planning, and resource navigation
Maintain accurate client records and documentation using CARES and Win's data management systems
Facilitate weekly group sessions that educate and empower clients on available resources and benefits
Prepare required reports and ensure compliance with agency, funder, and program documentation standards
WHO YOU WILL BE
You will hold a bachelor’s degree in human services or a related field
You will have experience navigating entitlement systems, public benefits programs, and government service processes
You will possess excellent organizational, written, and verbal communication skills
You will have experience working with individuals facing mental health challenges and other barriers to stability
You will demonstrate strong advocacy and client engagement skills, with the ability to build trust and rapport with diverse populations
You will have solid computer proficiency, including Microsoft Office applications and Outlook
You will be able to manage competing priorities and maintain accurate records for a high-volume caseload
You will have bilingual English/Spanish skills (preferred)
Numbers & Facts
Location
New York, New York
Skills
Communication Skillsunmatched
Compensation and Benefitsunmatched
Computer Skillsunmatched
Customer Relationsunmatched
Customer Support/Serviceunmatched
Customer Trainingunmatched
Data Managementunmatched
Documentationunmatched
Documentation Standardsunmatched
English Languageunmatched
Governmentunmatched
Homeless Servicesunmatched
Maintain Complianceunmatched
Microsoft Officeunmatched
Microsoft Outlookunmatched
Multilingualunmatched
Organizational Skillsunmatched
Presentation/Verbal Skillsunmatched
Psychiatry and Mental Healthunmatched
Record Keepingunmatched
Reporting Skillsunmatched
Spanish Languageunmatched
Time Managementunmatched
Writing Skillsunmatched
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