Remote Supervisor Jobs in Frederick, MD (NOW HIRING)

Salary : $82,352.00 - $131,852.00 Annually
Location : 8818 Georgia Ave Silver Spring MD 20910 USA
Job Type: Term
Remote Employment: Flexible/Hybrid
Job Number: 2026-00428
Department: Department of Health and Human Services
Division: HHS 60 Office of Eligibility and Support Services
Opening Date: 08/14/2026
Closing Date: 8/21/2026 11:59 PM Eastern
FLSA: Exempt
About the Position
Please note: The salary range above represents this position's earning potential. The anticipated hiring range for this position will be $82,352 to $124,656, based on the candidate's qualifications and experience.
TERM Government Assistance Eligibility Supervisor
Office of Eligibility and Support Services
This is a one-year term position with an expiration date of July 1, 2027
WHO WE ARE
Montgomery County is located adjacent to Washington, D.C., and with over one million residents, is the most populous County in the State of Maryland. The County is also the most diverse County in the State and ranks among the top ten most diverse Counties in the nation. Montgomery County contains many major U.S. government offices, scientific research and learning centers, and business campuses.
The Department of Health and Human Services (HHS) is responsible for delivery of the County's public health and human services that meets the needs of our community's most vulnerable children, adults and seniors. The Department provides services through more than 120 programs at more than 20 locations. With over 2,000 employees, the Department of Health and Human Services is the largest County Department.
As a department, we believe the health and wellness of the county can only be achieved by ensuring that every resident has fair opportunities to reach their fullest potential. This means access to quality housing, transportation, education, employment, health care, human services, safe neighborhoods, and healthy food. HHS provides critical services for residents who face a variety of obstacles in achieving their full potential. HHS plays an essential role in building a healthy and strong community.
WHO WE ARE LOOKING FOR
The Office of Eligibility and Support Services (OESS) is currently recruiting for a dedicated and service-driven professional to join the Connector Entity team as a TERM Government Assistance Eligibility Supervisor. OESS serves as the primary entry point for residents seeking public health, federal, and state assistance. Its mission is to help low-income families and individuals meet basic needs by determining eligibility for social services, healthcare access programs, and financial assistance. This position oversees staff who assist residents in applying for health coverage through Maryland Health Connection, including Medicaid, MCHP, and private health insurance plans. The Supervisor ensures effective daily operations and compliance with state and federal program requirements.
What You'll Be Doing
Core duties of this position will include, but will not be limited to:

• Lead CE-GAES Team Operations: Supervises the daily activities of certified Health Insurance GAES I's to ensure timely, accurate, and compliant eligibility determinations and enrollments through Maryland Health Connection (MHC), including Medicaid, MCHP, Qualified Health Plans, and Stand-Alone Dental Plans.
• Perform Quality Control and Monitoring: Conducts ongoing quality assurance on GAES I casework to minimize errors, ensure compliance with ACA regulations and Maryland Health Benefit Exchange (MHBE) guidance, and initiate corrective actions, as needed.
• Manage Productivity and Performance: Tracks GAES productivity, prepares weekly and monthly reports, conducts performance evaluations, and supports continuous improvement in alignment with program goals.
• Oversee Staffing and Scheduling: Maintains staff attendance records, manages coverage schedules, ensures office operational readiness, and addresses personnel issues and public complaints in accordance with county policies.
• Support Training and Policy Implementation: Provides policy clarification, technical guidance, and informal training on ACA programs, system usage, and customer service procedures; assists in onboarding and mentoring new staff.
• Handle Consume Issues and Escalations: Supports CAES in addressing complex consumer issues and system challenges, following MHBE's escalation protocols and referring cases to Health Education and Advocacy Unit or Maryland Insurance Administration (MIA) when appropriate.
• Ensure Program Efficiency and Innovation: Assists in developing and implementing improvements to streamline operations, enhance service delivery, and support the department's mission to expand access to affordable health coverage.
• Perform other job-related duties as assigned.

Multilingual candidates in English/Spanish are encouraged to apply.
Minimum Qualifications
Education: Graduation from an accredited college or university with a bachelor's degree.
Experience: Three (3) years of experience as a journey-level specialist in financial assistance program delivery, or three years of equivalent work experience.
Equivalency: An equivalent combination of education and experience may be substituted.
Preferred Criteria, Interview Preferences
Preferred Criteria:
The applications of those individuals meeting the minimum qualifications will be reviewed to determine the extent, relevance of training, and experience in the following areas:

1. Experience supervising or leading staff who utilize enrollment systems to assist customers with obtaining health insurance, including Medicaid and/or Private health plans
2. Experience interpreting and applying federal and state regulations related to health coverage programs
3. Proficient in using eligibility systems or enrollment platforms, such as Maryland Health Connection or similar portals
4. Experience delivering direct customer service to individuals seeking health insurance coverage, including assistance with eligibility, plan selection, or enrollment

Interview Criteria:
Interview preference criteria will be used pertaining to:

1. Demonstrated experience supervising or leading a team in a health or human services program.
2. Familiarity with ACA-related programs, including Medicaid, MCHP, QHPs, and state enrolment systems.
3. Proven ability to monitor staff performance, ensure compliance with program requirements, and implement corrective actions.
4. Strong written and verbal communication skills, including experience with technical guidance, staff coaching, or training.
5. Ability to manage competing priorities while maintaining service quality in a fast-paced, client-facing environment.

IMPORTANT INFORMATION
The Office of Human Resources (OHR) reviews the minimum qualifications of all applicants, irrespective of whether the candidate has previously been found to have met the minimum requirements for the job or been temporarily promoted to the same position. This evaluation is based solely on the information contained in the application/resume submitted for this specific position.
Montgomery County Government(MCG) is an equal opportunity employer, committed to workforce diversity. Accordingly, as it relates to employment opportunities, the County will provide reasonable accommodations to applicants with disabilities, in accordance with the law. Applicants requiring reasonable accommodation for any part of the application and hiring process should email OHR at Hiring@montgomerycountymd.gov. Individual determinations on requests for reasonable accommodation will be made in accordance with all applicable laws.
MCG also provides hiring preference to certain categories of veterans and veterans/persons with a disability. For more information and to claim employment preference, refer to the Careers webpage on Hiring Preference.
All applicants will respond to a series of questions related to their education, relevant experience, knowledge, skills, and abilities required to minimally perform the job. The applicant's responses in conjunction with their resume and all other information provided in the employment application process will be evaluated to determine the minimum qualifications and preferred criteria or interview preference status. Based on the results, the highest qualified applicants will be placed on an Eligible List and may be considered for an interview. Employees meeting minimum qualifications who are the same grade will be placed on the Eligible List as a "Lateral Transfer" candidate and may be considered for an interview.
This will establish an Eligible List that may be used to fill both current and future vacancies.
If selected for consideration for this position, you may be required to provide evidence that you possess the knowledge, skills, and abilities indicated on your resume.
Montgomery County Ethics Law: Except as provided by law or regulation, the County's "Public Employees" (which does not include employees of the Sheriff's office) are subject to the County's ethics law including the requirements to obtain advanced approval of any outside employment and the prohibitions on certain outside employment. The outside employment requirements of the ethics law can be found at 19A-12 of the County Code. Additional information about outside employment can be obtained from the Ethics Commission website.
Leave Benefits
Our generous leave package starts with non-MLS permanent and term employees earning 15 days of sick leave and 15 days of annual leave in their first year, as well as up to three additional personal days each calendar year. Positions in MLS earn 35 days of paid time off each year. In addition, we offer all employees 10 paid holidays. Our leave policies adhere to the Family Medical Leave Act of 1993, and we provide six weeks of paid parental leave for new parents.
Retirement Benefits
All permanent and term positions are eligible for robust retirement plans. Public safety positions are eligible for a defined benefit pension plan in which they are vested after only five years. Employees in non-public safety positions can participate in retirement plans that contribute up to 12 percent of their annual salary. All employees can also participate in a supplemental retirement plan, the 457 Deferred Compensation Plan, to contribute even more to their retirement goals.
Tuition Assistance & Student Loan Forgiveness
Montgomery County employees are eligible to participate in the Federal Public Service Loan Forgiveness Program. Participants who meet all requirements may qualify for forgiveness on the remaining balance on their Direct Loans after making 120 qualifying monthly payments under a qualifying repayment plan while working full-time in a qualifying public service position. To learn more about PSLF, please visit the Student Loan Repayment Benefits page. Our tuition assistance program allows you to receive up to $2,130 annually in tuition assistance to help you achieve a degree that supports your career path.
Free Mass Transit Benefit
County employees are entitled to use the RideOn Bus service for free with a valid County-employee ID. This benefit can be used any time of the day or evening, including weekends. We also offer a pre-tax flexible spending account to reduce the cost of other mass-transit options such as MARC trains and Metro.
Reduced Child and Health Care Costs
Working for Montgomery County also entitles permanent and term employees to participate in healthcare and childcare Flexible Spending Accounts. These plans allow eligible employees to save on a pretax basis for healthcare and dependent care costs incurred during the plan year.
Employee Wellbeing
We deeply care about your holistic wellness. Our award-winning wellness program, LiveWell, will support you in improving and maintaining your physical, mental, financial, social, and intellectual well-being.
Learn more about our wonderful benefits available to you once you join our team. Montgomery County Benefits
01
What is your highest level of completed education?

• N/A
• High School/GED
• Associate's Degree
• Bachelor's Degree
• Master's Degree
• Juris Doctor
• Doctorate

02
How many years of experience do you have as a journey-level specialist in financial assistance program delivery, or three years of equivalent work experience.?

• No Experience
• 1 Year Experience
• 2 Years Experience
• 3 Years Experience
• 4 Years of Experience
• 5 Years of Experience
• 6 Years of Experience
• 7 or more Years of Experience

03
How many years of experience do you have in a supervisory or executive capacity, including performance management, team leadership, and reviewing work to maintain efficient and timely production?

• None
• 0 to 1 Year of Experience
• 1 to 2 Years of Experience
• 2 to 3 years of Experience
• 3 to 4 Years of Experience
• 4 to 5 Years of Experience
• 5 or more Years of Experience

04
Do you currently possess multilingual skills to include oral communication, reading comprehension and interpreting skills in any of the following languages? Please select from the list below.

• Amharic
• Chinese
• French
• Korean
• Spanish
• Vietnamese
• American Sign Language
• N/A

05
Do you have experience supervising or leading staff who utilize enrollment systems to assist customers with obtaining health insurance, including Medicaid and/or Private health plans?

• Yes
• No

06
If you answe