[Remote] Benefits Administrator

Note: The job is a remote job and is open to candidates in USA. Ledgebrook is a tech-enabled E&S MGA focused on modernizing specialty insurance. They are seeking a Benefits Administrator to manage employee benefit programs, support payroll processes, and enhance employee experiences within the People team.

Responsibilities

• 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

Skills

• 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
• SHRM-CP, PHR, CEBS, or related certification

Benefits

• Full remote flexibility and asynchronous work culture
• Unlimited PTO and fully paid sick leave
• Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options
• Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage
• A high degree of ownership, autonomy, and the opportunity to help build and shape a growing company
• The chance to make a meaningful impact while working alongside an ambitious, high-performing team
• Exposure to the challenges and opportunities of a fast-growing startup environment
• Employees in this position are eligible to participate in Ledgebrook’s equity incentive program

Company Overview