Senior Director, Benefits & Leave Strategy

Ultimate Staffing Services

Irvine (CA)

Hybrid

USD 170,000 - 210,000

Full time

11 days ago

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Job summary

Ultimate Staffing Services is seeking an experienced Director of Benefits & Leave Administration to lead health and welfare programs, enterprise leave initiatives, and compliance across North America. The role requires strategic leadership, vendor management, and team development in a complex, multi-state environment.

Responsibilities include managing Form 5500 filings, renewals, and open enrollment, while collaborating with HR, Finance, Legal, and executives.

Qualifications

10+ years of progressive benefits and leave administration experience.
5+ years of leadership experience.
Experience supporting organizations with 5,000+ employees.
Multi-state benefits administration experience.
Strong knowledge of ERISA, ACA, COBRA, HIPAA, FMLA, ADA, and LOA regulations.
Experience with IRS filings, Form 5500s, audits, and compliance reporting.
Experience managing self-funded and fully insured health plans.
Experience supporting union, SCA, prevailing wage, or highly customized benefit structures.
Advanced Excel and analytical skills.
Proven vendor, broker, and contract management experience.
Strong communication, leadership, and stakeholder management skills.

Responsibilities

Lead administration and strategy for health and welfare benefit programs.
Oversee enterprise leave programs, including FMLA, ADA, paid leave, military leave, and state-specific leave laws.
Ensure compliance with ERISA, ACA, COBRA, HIPAA, FMLA, ADA, IRS, and DOL requirements.
Manage Form 5500 filings, audits, reporting, and regulatory compliance activities.
Lead annual renewals, open enrollment, and employee communication initiatives.
Manage relationships with brokers, carriers, TPAs, consultants, and outside counsel.
Analyze claims, utilization, and cost trends to support business decisions.
Provide leadership and mentorship to the benefits and LOA team.
Support benefit-related integrations during mergers and acquisitions.
Partner closely with HR, Finance, Legal, Payroll, and Executive Leadership.