Benefits Administrator

Ledgebrook

Benefits Administrator managing employee benefits and supporting payroll processes at Ledgebrook, a tech-enabled E&S MGA modernizing specialty insurance.

Posted 6/17/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSenior💰 $75,000 - $100,000 per yearWebsite

About the role

Key responsibilities & impact

Administer employee benefit programs, including medical, dental, vision, life insurance, disability, HSA/FSA, 401(k), and voluntary benefits
Manage benefit enrollments, qualifying life events, terminations, and annual open enrollment activities
Maintain accurate employee benefit records, payroll deductions, and eligibility data within Rippling
Serve as the primary point of contact for employee benefits questions, carrier issues, and claims escalations
Partner with brokers, carriers, and vendors to support benefit administration, renewals, and issue resolution
Support benefits compliance activities, including ACA reporting, COBRA administration, audits, and required employee notices
Reconcile carrier invoices, maintain documentation, and assist with benefits reporting and data analysis
Identify opportunities to improve benefits processes, employee experience, and operational efficiency
Provide backup payroll support as needed, including assisting with payroll processing, reviewing prorated deductions, and validating STD, LTD, and leave-related pay calculations
Support additional People Operations initiatives and projects as needed

Requirements

What you’ll need

3+ years of employee benefits administration experience
Strong knowledge of state leave & disability insurance programs
Experience working with Rippling HRIS and payroll system
Strong understanding of benefits compliance requirements
Excellent attention to detail and organizational skills
Strong written and verbal communication skills
Ability to handle sensitive and confidential information with discretion
Experience in a startup or high-growth environment (preferred)
SHRM-CP, PHR, CEBS, or related certification (preferred)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

employee benefits administrationbenefit enrollmentsACA reportingCOBRA administrationpayroll processingdata analysisbenefits complianceleave & disability insurance programs

Soft Skills

attention to detailorganizational skillswritten communicationverbal communicationdiscretion

Certifications

SHRM-CPPHRCEBS