Hillpointe-posted 1 day ago
Full-time • Mid Level
Winter Park, FL
101-250 employees

Hillpointe is hiring a Benefits Analyst to lead the performance and oversight of our self-funded health plan and related benefit programs. This role emphasizes financial stewardship, compliance, and data transparency—aligning benefit strategies with organizational financial goals and operational efficiency.

  • Benefit Plan Analytics & Financial Oversight Collaborate with UMR and Broker of Record to monitor claims activity, reserve positions, and stop-loss reimbursements.
  • Ensure accurate benefit deduction mapping between UKG and payroll systems.
  • Manage the reconciliation workflow from benefits through payroll and into the general ledger.
  • Analyze cost allocation across business units and EINs to support internal financial modeling.
  • Performance Dashboards & Reporting Infrastructure Develop foundational reporting tools for: Claims vs. budget performance Wellness program impact measurement Program-level return on investment (ROI)
  • Provide leadership with actionable insights that inform benefit plan adjustments and budget forecasts.
  • Regulatory Compliance & Accounting Alignment Maintain adherence to regulatory standards including ACA, HIPAA, SPD disclosures, and 1095-C reporting.
  • Partner with Accounting on health account bank reconciliations and ensure timely submission of benefit filings.
  • Strategic Program Deployment & Governance Support the implementation and rollout of financially driven initiatives such as: 401(k) plan launch UKG Wallet deployment Travel and entertainment policy ramp-up Expense reimbursement guardrails (in coordination with Payroll)
  • Bachelor’s degree in Business, Finance, HR, or related field preferred.
  • 2–3 years of experience in benefits administration or financial operations.
  • Strong quantitative skills with demonstrated ability to manage and synthesize large datasets.
  • Familiarity with health plan reporting, regulatory compliance, and payroll systems (UKG experience a plus).
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