Enrollment Benefits Specialist

Job Description

Job Description

Job Title:
Enrollment Benefits Specialist – Group Voluntary Benefits

Company:
United Schools Associates (USA)

Location:

Prince George's County, Maryland (field-based—local travel required)

Job Type: Full-time

Compensation:
Highly competitive compensation plan: performance bonuses, paid training and development, car allowance, gas allowance, vacation bonuses, and more

United Schools Associates (USA) is preparing for one of the most dynamic enrollment campaigns in the country. We are seeking Enrollment Benefits Specialists to support employees during their evergreen open enrollment for their voluntary benefits services.

This role offers exceptional compensation, world-class training, and the chance to positively impact school staff and educators.

• Educate and Enroll employees on guaranteed issue, payroll-deducted voluntary benefits (e.g., short-term and long-term income protection, life insurance, accident, critical illness, hospital indemnity, and more).
• Conduct engaging one-on-one or group presentations (in-person or virtual).
• Guide employees through the digital enrollment process.
• Identify and qualify potential clients across schools and departments.
• Maintain accurate activity tracking and reporting.
• Educating clients about product knowledge and use of benefits

• Experience in benefits enrollment, insurance, or sales strongly preferred.
• State Life & Health Insurance License preferred (not required—paid training and bonus after passing the exam available)
• Must be confident, self-motivated, and adaptable in a fast-paced environment
• Strong presentation, communication, and interpersonal skills
• Must be able to build rapport quickly and work both independently and in teams
• Must be able to pass a background check to work in a school environment
• Comfortable meeting deadlines and working under pressure
• Ability to work flexible hours, including early mornings and once-a-week practice drill evening meeting
• Must be based in Maryland, Washington DC, or Virginia and able to travel throughout Prince George's County, MD for face-to-face school site visits
• Must be fluent in English
• Being bilingual in Spanish is also helpful

• Car Allowance to support daily travel
• Gas Allowance for commute and site visits
• Production Bonus based on enrollment performance
• Paid Training and Development with expert industry mentors
• Bonuses for paid vacation

• Field-based only – Specialists will visit schools and offices directly.
• Extensive marketing resources, paid onboarding, and ongoing mentorship provided.

If you are a motivated professional looking to elevate your career in benefits, insurance, or client relations—this is your opportunity. With elite-level training, generous compensation, and a meaningful mission, USA’s enrollment initiative is the place to be in 2025.