Open Enrollment Benefits & Leave Administrator Contractor

Description

Position Summary

We are seeking an Open Enrollment Benefits & Leave Administrator Contractor to provide temporary, hands-on support to the People Operations team. Reporting to the People Operations Director, this role will manage open enrollment and employee leave administration, including benefit system configuration and testing, employee support, tracking, and recordkeeping.

The ideal candidate is highly organized, detail-oriented, employee-focused, and comfortable independently managing multiple priorities in a fast-paced, collaborative environment.

Key Responsibilities

Open Enrollment & Benefits

• Manage end-to-end open enrollment administration, including system configuration, testing, enrollment tracking, and employee support.
• Configure benefit plans, rates, eligibility rules, and enrollment workflows, and conduct testing prior to launch.
• Support employees with benefit elections, system navigation, and enrollment questions.
• Monitor enrollment completion and follow up on outstanding elections.
• Validate enrollment data and system results, resolving or escalating discrepancies as appropriate.
• Manage enrollment communications, reminders, and instructions.
• Maintain accurate benefit and enrollment records.

Leave Administration

• Develop and document standardized leave processes, workflows, templates, and tracking tools.
• Assess and improve leave administration practices for consistency, efficiency, and accuracy.
• Maintain leave tracking, documentation, and confidential records.
• Provide backend operational support and resources to the employee-facing People Operations team.
• Support FMLA and applicable state/local leave administration.
• Escalate complex leave or compliance matters as appropriate.

Qualifications

• Experience with benefits, open enrollment, and/or leave administration.
• Experience with benefit system configuration and open enrollment testing.
• Working knowledge of employee leave administration, including FMLA.
• Strong organizational skills and attention to detail.
• Excellent employee service and communication skills.
• Ability to independently manage priorities, deadlines, and follow-up.
• Ability to handle confidential employee information with discretion.
• Experience with HRIS and benefit enrollment systems.
• Paylocity and Bswift experience preferred.

Location:

• DMV preferred; open to remote candidates.

Compensation: TBD, commensurate with experience.

Duration: 3 Months, Temporary.

Requirements

See above.