Senior Benefits Specialist

Join Parachute • Austin, TX

92d

About The Position

The Senior Benefits Specialist administers the company’s self-insured benefits program and serves as the primary point of contact for employee benefits questions. The role supports enrollment, deductions, invoice and general-ledger reconciliation, broker and carrier coordination, claims-trend analysis, renewal strategy, plan design, and employee education. It also serves as backup for payroll administration, supporting payroll processing and troubleshooting as needed. Additional responsibility for Workers’ Compensation and/or Leave of Absence administration may be assumed depending on team priorities, capacity, and business needs.

Requirements

• At least 5 years of benefits experience, including self-insurance management.
• Payroll experience in multi-state or multi-location environments.
• Experience supporting an employee population of 750 or more.
• Strong knowledge of federal and state payroll tax and wage-and-hour compliance.
• Hands-on experience with benefits reconciliation.
• Working knowledge of payroll accounting, including journal entries, general-ledger reconciliation, and accruals.
• Experience serving as an employee benefits point of contact, including plan education, open enrollment support, and resolving day-to-day coverage questions.
• Experience working directly with benefits brokers or carriers on invoice reconciliation, eligibility audits, and claims issues.

Nice To Haves

• Proficiency with Rippling, UMR, and Pareto.

Responsibilities

• Administer all aspects of the self-insured benefits program, including enrollment, deductions, and reconciliation.
• Answer employee questions about medical, dental, vision, FSA/HSA, life, and disability benefits, providing timely and accurate guidance and escalating complex issues as appropriate.
• Reconcile monthly benefits invoices against the active employee census and resolve billing discrepancies with the broker and carriers.
• Review monthly benefits activity in the general ledger to ensure premiums, employer and employee contributions, and accruals are recorded accurately.
• Partner with the broker to resolve enrollment, billing, eligibility, and claims issues.
• Track claims history and utilization trends and work with the broker on renewal strategy and plan design.
• Lead employee education efforts, including open enrollment communications, benefits fairs, and one-on-one guidance, to improve benefits literacy and help manage costs.
• Provide backup payroll administration, including support for hourly, salaried, and contractor payroll processing, troubleshooting, and continuity of operations as needed.
• Potentially take on additional ownership of Workers’ Compensation and/or Leave of Absence administration, depending on team priorities, capacity, and business needs.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed