Benefits Manager

Flock Safety; Boston (MA); Hybrid; USD 120,000 - 150,000; Full time

Benefits offered by this job

Stock options

Job summary

Flock Safety, a Boston-based technology company, seeks an experienced benefits administrator to own self-insured and multi-plan health programs for a growing workforce across remote and on-site teams.

You will lead plan migrations, manage vendor relationships, run leave programs, audit enrollments, and communicate benefits clearly for hourly staff and corporate employees.

Qualifications

• 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, including remote staff, corporate employees, and distributed field teams.
• Background supporting European or international employee benefits is a plus.

Responsibilities

• 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 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.

Skills

Self-insured health plans

Vendor implementations

Leave administration

Remote workforce experience

International benefits experience

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.

Why Flock

Every community deserves to be safe. Flock builds the technology that makes that real: last year we supported over 1 million criminal investigations and helped locate more than 10,000 missing people. We're 1,700 people building the impossible with over $1B in funding, and the expectations are high on purpose. If you want a role where the stakes are real and the pace matches, this is it.

Some problems get solved faster in the same room, so we prioritize candidates in Atlanta and Boston. Hub-based roles mean real in-person time with your coworkers. Remote roles exist, and when a posting is open to remote work, it says so.

The impossible takes every kind of mind. Flock is an equal opportunity employer, and we know the best solutions come from diverse perspectives, experiences, and skills working together with mutual respect. Everyone is welcome to apply. If you need assistance or an accommodation due to a disability, email [e-mail]; your information stays confidential and is used only to arrange the right accommodation for your interviews.

On compensation. We pay fairly for the work. Base salary is determined by job-related experience, education, training, and market indicators. The range in this posting covers base salary only and doesn't include equity, sales bonus plans where applicable, or benefits. The range may be adjusted over time, and this posting may span more than one career level.

One last thing. All legitimate communication from Flock comes from an email ending in @flocksafety.com or [e-mail]. We never make offers through messaging apps or third parties, and we never request payment or sensitive personal information during hiring. If you encounter suspicious outreach about a Flock role, report it to [e-mail].