Benefit Programs Supervisor

City of Winchester, VA

$78K — $95K *
Education, Government & Non-Profit
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years of experience in Benefit Programs.
  • 1+ year of supervisory or leadership experience.
  • Bachelor's degree in human services or equivalent experience.
  • Direct experience as a Benefit Programs Supervisor or similar role preferred.
  • Valid driver's license required.

Responsibilities

  • Oversee daily operations and manage workflows for Benefit Programs Specialists.
  • Monitor case reviews to ensure compliance with federal and state standards.
  • Represent the department in community and interagency collaborations.
  • Provide coaching and training to enhance staff competencies.
  • Develop procedures for efficient case processing and compliance management.
  • Lead projects aimed at program improvement and streamlined processes.

Benefits

  • $5,000 hiring bonus.
  • Comprehensive benefits package available.
  • Opportunities for professional development and training.
  • Supportive work environment focused on staff growth.
Full Job Description
Salary : $78,478.40 - $95,700.80 Annually
Location : Winchester, VA
Job Type: Full-time Classified
Department: Department of Social Services
Division: Social Service Benefit Programs
Opening Date: 06/18/2026
Closing Date: 7/18/2026 5:00 PM Eastern
FLSA: Exempt

Description
We are looking for a Benefit Programs Supervisor to join our team! This position offers a $5,000 Hiring Bonus!

In order to qualify, the candidate must possess:

1) Two years of Benefit Programs experience

2) One year of supervisory and/or leadership experience
Duties and Responsiblities

Provide Steady Leadership: Oversee and support a strong team of Benefit Programs Specialists by managing daily workflow, assigning caseloads, and ensuring staff have the guidance and training needed to make accurate and timely eligibility decisions.

Ensure Case Quality: Monitor case reviews to ensure eligibility determinations, benefit calculations, and documentation meet federal and state requirements. Communicate policy and regulatory changes clearly and ensure staff apply them correctly in day-to-day casework.

Community and Interagency Collaboration: Represent the department with community partners and other agencies to explain eligibility programs, strengthen referral pathways, and coordinate services. Work with internal units to ensure clients receive consistent and accurate support across programs.

Invest In Staff Development: Provide coaching, feedback, and training to build staff competency in eligibility policy, interviewing, documentation, and customer service. Conduct performance evaluations and support staff growth.

Operational Management and Compliance: Develop and implement procedures that support efficient case processing and regulatory compliance. Maintain required records, prepare reports, and address operational needs.

Lead Continuous Program Improvement: Guide projects that streamline eligibility processes, strengthen community coordination, and enhance overall program performance in alignment with agency goals.
Requirements

  • Bachelor's degree in the human services field and human services program experience in a lead or supervisory capacity, or any equivalent combination of training and experience which provides the required knowledge, skills and abilities.
  • Direct experience preferred as a Benefit Programs Supervisor, Benefits Programs Manager or Trainer, or senior level experience as a Benefit Programs Specialist.
  • Valid driver's license


This position is eligible for benefits. To view out benefit packet click
01

Do you possess a valid driver's license?
  • Yes
  • No

Required Question

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