Senior Level Benefits Administrator Jobs
Senior level benefits administrator jobs put experienced professionals in charge of benefits strategy, program governance, and the cross-functional teams and vendors that deliver them. Roles are concentrated across Insurance, Technology & Software, and Banking & Financial Services, with a mix of on-site, remote, and hybrid settings, and employers like The Hartford, Stripe, and Amazon hiring at this level now.
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Showing 5 of 27+ Senior Level Benefits Administrator jobs
Work type: Managerial
Location: Oklahoma City
Categories: Human Resources/Legal Affairs
Pay Range: Commensurate with education and experience.
Benefits Eligible: Yes
Work Schedule: Monday – Friday, 8:00 a.m. to 5:00 p.m., may be required to work beyond normal business hours
Travel: Required
Position Introduction:
The HR Assistant Director, Benefits will provide strategic leadership and oversight for benefits operations across all three campuses. Responsibilities will include guiding day-to-day benefits administration, ensuring regulatory compliance, leading process improvement efforts, and supervising staff to deliver consistent, high-quality service to university employees. The role will also serve as a key partner to the Director of Benefits and Retirement, supporting long-range planning, vendor management, and policy development, while building institutional knowledge.
Essential Duties
- Assist the Director of Benefits and Retirement with the strategic planning, development, implementation, and administration of the university’s comprehensive employee benefits programs.
- Manage assigned benefit programs and operational functions under the direction of the Director of Benefits and Retirement, ensuring accurate, timely, and customer-focused service delivery.
- Serve as a subject matter expert on assigned benefits programs and provide guidance to employees, benefit staff, and campus partners.
- Assist with the planning and administration of the university’s annual benefits enrollment process, including system configuration, testing, employee communications, vendor coordination, data reconciliation, and post-enrollment activities.
- Support compliance with applicable requirements, including ACA, COBRA, HIPAA, IRS regulations, and other federal and state requirements affecting employee benefits.
- Monitor vendor performance and service levels and work with vendors to resolve operational issues, employee concerns, data discrepancies, and other service-related matters.
- Coordinate reconciliation of benefits eligibility, enrollment records, payroll deductions, premiums, vendor invoices, and other benefits-related financial and enrollment data.
- Assist with the development, implementation, and maintenance of benefits policies, procedures, process documentation, and internal controls.
- Research and resolve complex benefits questions and issues and escalate matters to the Director of Benefits and Retirement when appropriate.
- Develop and coordinate employee communications, educational materials, presentations, workshops, and informational sessions related to benefits programs.
- Support benefits-related projects, vendor implementations, audits, and university-wide initiatives.
- Promote consistent and high-quality customer service across benefits operations.
- Performs various duties as needed to successfully fulfill the function of the position.
Required Education and Experience:
- Bachelor's Degree
- 6 years in a related field
- 2 years of managerial experience
Hiring Contingent Upon a Background Check: Yes
Advertised: 12 Nov 2026 Central Standard Time
Applications close: 26 Jan 2027 Central Standard Time
Work type: Managerial
Location: Oklahoma City
Categories: Human Resources/Legal Affairs
Pay Range: Commensurate with education and experience.
Benefits Eligible: Yes
Work Schedule: Monday – Friday, 8:00 a.m. to 5:00 p.m., may be required to work beyond normal business hours
Travel: Required
Position Introduction:
The HR Assistant Director, Benefits will provide strategic leadership and oversight for benefits operations across all three campuses. Responsibilities will include guiding day-to-day benefits administration, ensuring regulatory compliance, leading process improvement efforts, and supervising staff to deliver consistent, high-quality service to university employees. The role will also serve as a key partner to the Director of Benefits and Retirement, supporting long-range planning, vendor management, and policy development, while building institutional knowledge.
Essential Duties
- Assist the Director of Benefits and Retirement with the strategic planning, development, implementation, and administration of the university’s comprehensive employee benefits programs.
- Manage assigned benefit programs and operational functions under the direction of the Director of Benefits and Retirement, ensuring accurate, timely, and customer-focused service delivery.
- Serve as a subject matter expert on assigned benefits programs and provide guidance to employees, benefit staff, and campus partners.
- Assist with the planning and administration of the university’s annual benefits enrollment process, including system configuration, testing, employee communications, vendor coordination, data reconciliation, and post-enrollment activities.
- Support compliance with applicable requirements, including ACA, COBRA, HIPAA, IRS regulations, and other federal and state requirements affecting employee benefits.
- Monitor vendor performance and service levels and work with vendors to resolve operational issues, employee concerns, data discrepancies, and other service-related matters.
- Coordinate reconciliation of benefits eligibility, enrollment records, payroll deductions, premiums, vendor invoices, and other benefits-related financial and enrollment data.
- Assist with the development, implementation, and maintenance of benefits policies, procedures, process documentation, and internal controls.
- Research and resolve complex benefits questions and issues and escalate matters to the Director of Benefits and Retirement when appropriate.
- Develop and coordinate employee communications, educational materials, presentations, workshops, and informational sessions related to benefits programs.
- Support benefits-related projects, vendor implementations, audits, and university-wide initiatives.
- Promote consistent and high-quality customer service across benefits operations.
- Performs various duties as needed to successfully fulfill the function of the position.
Required Education and Experience:
- Bachelor's Degree
- 6 years in a related field
- 2 years of managerial experience
Hiring Contingent Upon a Background Check: Yes
Advertised: 12 Nov 2026 Central Standard Time
Applications close: 26 Jan 2027 Central Standard Time
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Top Industries Hiring
- Insurance12
- Technology & Software4
- Banking & Financial Services3
- Retail2
- Medical Devices2
Senior Level Benefits Administrator Jobs: Frequently Asked Questions
How do I get a senior level benefits administrator job?
Employers at this level look for professionals who have owned a full benefits program cycle, not just administered one. Candidates who can demonstrate experience redesigning plans, managing vendor relationships, and guiding junior staff stand out. Fluency with self-funded plans, ACA compliance, and benefits analytics tools signals the kind of technical depth these roles require.
Which companies hire senior level benefits administrators?
Companies hiring senior level benefits administrators right now include The Hartford, Stripe, and Amazon, based on current listings on Migrate Mate as of November 2026. At this level, hiring comes from large employers with complex, multi-state or multi-entity benefit structures that need experienced professionals to lead rather than simply execute.
Are there remote senior level benefits administrator jobs?
Yes, though availability varies by employer size and structure. About 83% of senior level benefits administrator openings are remote or hybrid as of November 2026, reflecting how many organizations have embraced flexible arrangements for experienced benefits professionals who can operate independently and manage vendor or team relationships without a central office.
What makes a benefits administrator role senior level?
Senior level benefits administrator roles involve owning program outcomes, not just processing enrollments. That means leading open enrollment strategy, negotiating with carriers and third-party administrators, ensuring compliance across ERISA, ACA, and COBRA, and mentoring junior staff. The scope extends to advising HR leadership and contributing to total rewards decisions rather than executing tasks handed down from above.
Which industries hire the most senior level benefits administrators?
Senior Level benefits administrator roles concentrate in Insurance, Technology & Software, and Banking & Financial Services, based on current listings on Migrate Mate as of November 2026. These sectors tend to employ large, geographically distributed workforces with layered benefits needs, creating ongoing demand for experienced administrators who can manage complexity at scale.