5-7 years of experience in administering self-insured and fully insured employee health plans.
Proven ability to manage vendor implementations and broker transitions.
Knowledge of leave of absence workflows, including FMLA and multi-state regulations.
Experience working with diverse employee populations, including remote and field service teams.
Familiarity with international employee benefits is advantageous.
Responsibilities
Lead the administration of health plans and manage critical carrier transitions.
Oversee relationships with core and specialty benefits partners, ensuring service accountability.
Administer leave programs, acting as the main contact for employees and managers.
Collaborate with Payroll and Finance to audit enrollment files and reconcile deductions.
Communicate benefits information clearly to various employee groups during open enrollment.
Benefits
Comprehensive health and welfare benefits package.
Flexible work arrangements, including remote options.
Opportunities for professional development and growth.
Employee stock options as part of the compensation package.
Full Job Description
The Problem
Flock's workforce is expanding across distributed hubs, remote teams, and specialized field services. Supporting this team requires a self-insured benefits strategy that pairs high-quality employee care with disciplined financial stewardship and active plan management. You will take full ownership of our health plans, vendor migrations, and leave administration, turning a complex multi-plan setup into a reliable, easy-to-navigate experience for every employee.
What You'll Own
Lead end-to-end plan administration and critical carrier transitions, including broker alignment, health plan migrations, and 401(k) recordkeeper updates.
Manage day-to-day relationships and service accountability across our core and specialty benefits partners, including Maven, Caraloop, and Allied.
Run leave administration across FMLA, parental leave, short-term disability, and state-specific leave requirements, serving as the dedicated point of contact for employees and managers.
Partner with Payroll and Finance to audit enrollment files, reconcile payroll deductions for HSA, FSA, and 401(k) contributions, and monitor self-insured claims data.
Deliver clear, accessible benefits communications and open enrollment education tailored to corporate employees, remote workers, and hourly field service teams.
What This Role is Not
This isn't a hands-off strategy role, you will dig directly into claims data, resolve employee coverage escalations, and manage enrollment files alongside long-term planning.
You will not manage direct reports in year one, this is an individual contributor role focused on direct execution, though there is room to expand the scope over time.
This isn't an isolated benefits island, you will collaborate daily with People Operations, HRBPs, and Finance to ensure benefits operations align cleanly with payroll and company policies.
What You Bring
Hands-on experience administering self-insured and fully insured employee health and welfare plans across multiple coverage tiers.
Demonstrated track record managing vendor or carrier implementations, broker transitions, or retirement plan cutovers.
Practical knowledge running leave of absence workflows across FMLA, short-term disability, and multi-state leave regulations.
Experience supporting diverse employee populations, particularly a mix of remote staff, corporate employees, and distributed field service teams.
Background supporting European or international employee benefits is a plus.
Compensation
In this role, you'll receive a starting salary between $120,000 and $150,000 as well as Flock Stock Options. Base salary is determined by job-related experience, education/training, as well as market indicators. Your recruiter will discuss this in depth with you during our first chat.
