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.