Senior Level Benefits Associate Jobs
Senior level benefits associate jobs place experienced professionals in charge of benefits program design, vendor negotiations, and the cross-functional initiatives that keep workforce compensation competitive. 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 Associate 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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Find JobsSenior Level Benefits Associate Job Market
Who's Hiring
Top Industries Hiring
- Insurance12
- Technology & Software4
- Banking & Financial Services3
- Retail2
- Medical Devices2
Senior Level Benefits Associate Jobs: Frequently Asked Questions
How do I get a senior level benefits associate job?
Employers hiring at this level look for candidates who have owned end-to-end benefits administration, managed broker and carrier relationships, and guided compliance across ERISA, HIPAA, and ACA requirements. Demonstrated experience leading open enrollment cycles, mentoring junior staff, and presenting recommendations to HR leadership gives candidates a clear edge over those with purely transactional backgrounds.
Which companies hire senior level benefits associates?
Companies hiring senior level benefits associates right now include The Hartford, Stripe, and Amazon, based on current listings on Migrate Mate as of November 2026. Large enterprises, national healthcare systems, and professional services firms tend to drive the most consistent hiring at this level, as their benefits programs are complex enough to require dedicated senior expertise.
Are there remote senior level benefits associate jobs?
Yes, though availability varies by employer size and industry. About 83% of senior level benefits associate openings are remote or hybrid as of November 2026, reflecting broader flexibility trends in HR functions. Fully remote roles are most common at large organizations where benefits administration is managed centrally rather than tied to a single office location.
What makes a benefits associate role senior level?
Senior level benefits associate roles are defined by ownership and scope rather than task execution. At this stage, professionals lead the design and evaluation of benefits programs, manage vendor and broker relationships independently, ensure regulatory compliance across federal and state requirements, and mentor junior team members. They are expected to bring strategic recommendations to HR leadership, not just administer existing plans.
Which industries hire the most senior level benefits associates?
Senior Level benefits associate 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, diverse workforces with complex benefits structures, creating sustained demand for professionals who can manage multi-plan environments and stay current with evolving compliance requirements.