We are seeking a Director of Workforce & Reentry Programs to lead impactful workforce development and reentry services for justice-impacted individuals throughout New York City. Reporting to the Vice President of Programs, this leadership role oversees program operations across correctional and community-based settings, ensuring participants receive high-quality, trauma-informed support that promotes successful reentry, employment, and long-term stability. The ideal candidate is a strategic and hands-on leader with experience managing complex programs, developing community partnerships, and driving measurable outcomes.

Key Responsibilities

• Lead the day-to-day operations of workforce development and reentry programs, ensuring high-quality service delivery, participant engagement, and successful program outcomes

• Oversee participant intake, assessment, case management, discharge planning, and reentry support across correctional and community settings

• Manage employment-focused programming, including job readiness training, career coaching, vocational services, credentialing initiatives, job placement, and retention efforts

• Supervise and develop program managers, case managers, workforce staff, mentors, outreach personnel, and other team members while fostering a collaborative and accountable culture

• Ensure programs operate in compliance with contractual requirements, government regulations, and organizational standards

• Monitor performance metrics, participant outcomes, documentation, and reporting requirements while using data to drive continuous improvement

• Build and maintain partnerships with employers, workforce providers, community organizations, government agencies, and correctional facility staff to support participant success

• Represent the organization at stakeholder meetings, community events, audits, site visits, and funder engagements

• Promote trauma-informed, culturally responsive, and evidence-based practices throughout all program activities

Qualifications

• Bachelor’s degree required; Master’s degree preferred in Social Work, Public Administration, Criminal Justice, Human Services, or a related field

• 7–10+ years of experience in workforce development, reentry services, human services, or related programs

• 3–5+ years of leadership, staff supervision, or program management experience

• Strong understanding of justice-involved populations, workforce systems, and community-based services

• Experience managing government-funded or contract-funded programs preferred

• Knowledge of trauma-informed and evidence-based service models

• Excellent leadership, communication, relationship-building, and organizational skills

Compensation & Schedule

• Salary: $110,000–$140,000 annually

• Full-time

• On-site throughout New York City, including Bronx and Manhattan locations

• Travel between correctional facilities and community program sites required

• Must be eligible to obtain and maintain NYC DOC clearance for facility access

Benefits

• Health, dental, and vision insurance

• Paid time off and holidays

• Professional development and training opportunities

• Retirement and supplemental benefits, where applicable