Senior Benefits & Payroll Specialist – Austin

Join Parachute, LLC; Austin (TX); On-site; USD 90,000 - 120,000; Full time

Job summary

Join Parachute, LLC's People team in Austin, TX is seeking a Senior Benefits Specialist to own end-to-end benefits operations for a 1,000–2,000+ employee, multi-location organization. You will lead self-insured benefits administration, open enrollment, payroll-related reconciliation, and broker coordination.

You will serve as the primary benefits contact, ensure accurate coverage costs, and partner with brokers on claims trends and plan design while supporting payroll processes and compliance

Qualifications

• 5+ years of benefits experience, including self-insurance management.
• Payroll experience in multi-state/multi-location environments.
• Experience with 750+ employee population.
• Strong knowledge of federal/state payroll tax and wage & hour compliance.
• Hands-on experience with benefits reconciliation.
• Working knowledge of payroll accounting: journal entries, GL reconciliation, accruals.
• Experience serving as a benefits point of contact for employees.
• Experience working with benefits brokers/carriers on invoice reconciliation, eligibility audits, and claims issues.
• Proficiency with Rippling, UMR, and Pareto preferred.

Responsibilities

• Administer self-insured benefits program, including enrollment, deductions, and reconciliation.
• Serve as the primary resource for benefits questions — medical, dental, vision, FSA/HSA, life, and disability.
• Reconcile benefits invoices monthly against the active employee census; resolve discrepancies with broker and carriers.
• Review benefits activity to the general ledger monthly; ensure premiums, employer/employee contributions, and accruals are recorded.
• Partner with the broker to resolve enrollment, billing, eligibility, and claims issues as they arise.
• Track claims history and utilization trends over time; use this data to support renewal strategy and plan design.
• Lead employee education efforts (open enrollment communications, benefits fairs, one-on-one guidance).
• Backup Payroll Admin for hourly, salaried, and contractor payroll processing.
• Potential ownership of Workers' Compensation and/or Leave of Absence administration, depending on priorities.

Skills

Benefits experience

Payroll experience

Multi-state payroll

Benefits program management

Benefits reconciliation

Payroll accounting

Benefits broker coordination

Open enrollment education

Rippling/UMR/Pareto

Tools

Rippling

UMR

Pareto

Job description

Join Parachute, LLC's People team in Austin, TX is seeking a Senior Benefits Specialist to own end-to-end benefits operations for a 1,000–2,000+ employee, multi-location organization. You will lead self-insured benefits administration, open enrollment, payroll-related reconciliation, and broker coordination.

You will serve as the primary benefits contact, ensure accurate coverage costs, and partner with brokers on claims trends and plan design while supporting payroll processes and compliance