Benefits & HR Operations Specialist

As an Benefits & HR Operations Specialist , you represent a foundational hire joining a lean, intentionally built single-family office at the ground level. You will own the day-to-day execution of onboarding, benefits administration, and the data integrity that the company depends on. This is a fully remote role within a high-trust environment where your work compounds in impact and the playbook for growth is still being written. Reporting to leadership, you will manage our benefits processes and serve as a critical point of contact for employees and managers. 

Key Responsibilities

Benefits Administration

• Administer health and retirement programs, including eligibility processing, payroll deductions, vendor data transmission, and employee inquiries.
• Perform routine audits of eligibility files, payroll deductions, and vendor databases to ensure alignment with internal HCM systems.
• Monitor file transmissions and resolve interface discrepancies to maintain accurate benefit enrollment and funding.
• Identify and escalate data trends or inconsistencies to senior team members to mitigate risk.
• Support absence management processes by coordinating with third‑party administrators to ensure accurate leave transactions.
• Assist with reporting, tracking, and compliance documentation to maintain adherence to federal and state requirements.
• Prepare compliance documentation and support government filings, audits, and reporting.
• Generate standard and ad hoc reports from HCM and vendor systems to support operational and compliance reviews.
• Support annual enrollment activities, including system testing, data validation, employee communications, and post‑enrollment audits.
• Participate in project meetings and testing cycles for vendor implementations or mandated plan updates.
• Recommend improvements to existing procedures and support updates to SOPs to enhance accuracy and efficiency.
• Contribute to process refinement initiatives that improve employee experience and operational effectiveness.

Onboarding & New Hire Experience

• Coordinate new hire orientation, ensuring a smooth and welcoming experience.
• Manage end-to-end new hire onboarding, including paperwork, system setup, and benefits enrollment.
• Partner with managers to ensure readiness for Day 1 and beyond.

Growth & Project Support

• Answer general HR‑related questions and escalate complex issues to the HRBP as needed.

• Support HR projects, process improvements, and documentation as the Family Office evolves.

• Take on additional responsibilities as skills and business needs grow.

• 2–5 years of HR experience, preferably in HR operations, benefits, or generalist roles.

• Hands-on experience with benefits administration and carrier file feeds.

• Familiarity with payroll processes; experience with ADP, or similar systems preferred.

• Builder mindset: self-motivated and self-directed, with a bias toward process improvement.

• Accurate and precise attention to detail, especially in sensitive financial and personal data.

• Excellent communication skills and comfort working in a remote, fast-moving environment.

• Demonstrated ability to handle confidential information with absolute discretion.

Why This Role

• 100% remote with flexibility.
• High-trust environment with exposure to all aspects of HR operations.
• Opportunity to grow as the Family Office expands.
• Direct impact on employee experience and operational excellence.