Senior Benefits Analyst for the Hoskinson Family Office

Key Responsibilities

• Administer all U.S. health and welfare and retirement programs (medical, dental, vision, life, disability, FSA/HSA, 401(k)), including eligibility processing, enrollment, plan changes, and life events
• Serve as the primary point of contact for all employee benefits inquiries, resolving issues with accuracy and discretion
• Manage carrier EDI file feeds and payroll integrations, monitoring transmissions and resolving interface discrepancies to ensure enrollment and funding accuracy
• Coordinate absence and leave administration, partnering with third-party administrators to ensure accurate processing of FMLA, ADA, STD, and LTD transactions

Compliance & Regulatory Oversight

• Ensure compliance with ERISA, ACA, COBRA, HIPAA, FMLA, and applicable state regulations, maintaining audit-ready documentation at all times
• Manage government filings and compliance reporting, including Form 5500, ACA 1094-C/1095-C, PCORI, and required participant notices
• Monitor regulatory changes and assess their impact on plan design and operations, briefing leadership and proactively implementing required updates

Vendor & Broker Management

• Manage day-to-day relationships with brokers, carriers, and third-party administrators, holding vendors accountable to service standards and contractual commitments
• Support the annual renewal process by gathering and analyzing plan performance data, benchmarking against the market, and preparing summary recommendations for leadership review
• Participate in implementation and plan update projects, coordinating with vendors and internal stakeholders through testing and go-live

Reporting & Process Improvement

• Generate standard and ad hoc reports from HRIS and vendor systems to support operational decisions and compliance reviews
• Identify data trends or inconsistencies and escalate findings to leadership with recommended corrective actions
• Maintain and improve SOPs and process documentation to drive accuracy, efficiency, and audit readiness
• Recommend enhancements to benefits processes and the overall employee experience as the family office continues to evolve

Requirements

• 6-10+ years of progressive benefits administration experience, with demonstrated ability to manage a full benefits program independently
• Hands-on experience with health and welfare plan administration, retirement programs, and leave management
• Proficiency with benefits administration platforms and HRIS systems (ADP, Workday, Dayforce, or equivalent), including carrier file feed management
• Working knowledge of ERISA, ACA, COBRA, HIPAA, FMLA, and state leave regulations
• Strong Excel skills for data analysis, audit reconciliation, and reporting
• Exceptional attention to detail and ability to manage sensitive personal and financial data with absolute discretion
• Self-directed and comfortable operating in a lean, fast-paced, high-trust environment

Paid Benefits

• Benefits: Medical, dental, and vision coverage for employees and eligible dependents
• 401(k)
• Health Savings Account (HSA)
• Life insurance
• Paid time off
• Laptop reimbursement
• New starter package to purchase hardware essentials (monitor, headphones, and other equipment)
• Learning & Development opportunities