Job Title: Director of Benefits – Healthcare

Location: Remote (OK)

Duration: Contract (13+ Weeks, with possible extension)

Schedule: Monday – Friday, Day Shift

The Director of Benefits will provide senior-level leadership across the full spectrum of employee benefits programs. This role requires both strategic oversight and hands-on operational execution, supporting executive leadership while managing ongoing benefits initiatives, vendor relationships, and compliance in a complex organizational environment.

• Lead the design, implementation, and management of comprehensive benefits programs.
• Align health, welfare, and financial benefits into a cohesive total rewards strategy.
• Partner with executive leadership to drive strategic decision-making related to benefits structure and cost optimization.

• Oversee medical, dental, and vision plans.
• Manage vendor relationships and ensure regulatory compliance.
• Evaluate and optimize health plan performance and employee experience.

• Administer retirement programs such as 401(k) and pension plans.
• Oversee financial wellness initiatives and deferred compensation programs.
• Ensure compliance with applicable regulations and reporting requirements.

• Lead end-to-end annual enrollment processes including:
  • Communication strategy and employee engagement
  • Benefits platform coordination
  • Enrollment execution and administration
  • Post-enrollment auditing and reconciliation
• Identify and implement improvements to enrollment processes.

• Lead complex Request for Proposal (RFP) processes, including:
  • Vendor selection strategy
  • Evaluation frameworks
  • Stakeholder alignment
  • Contract negotiation and implementation
• Maintain strong relationships with external vendors and partners.

• Present benefits strategies and updates to senior leadership and executive stakeholders.
• Represent the benefits function in cross-functional leadership forums.
• Provide guidance and mentorship to internal teams as needed.

• Bachelor’s degree in Business, Human Resources, or related field
• Minimum 10+ years of experience managing comprehensive benefits programs
• Proven experience in both health & welfare and financial benefits administration
• Strong leadership experience in complex or multi-entity organizations
• Demonstrated expertise in:
  • Annual enrollment lifecycle management
  • Benefits compliance and governance
  • Vendor and RFP management

• Master’s degree in a related field
• Professional certifications such as:
  • Certified Benefits Professional (CBP)
  • Certified Employee Benefits Specialist (CEBS)
• Experience in healthcare systems or large, complex organizations

For more details reach at ------------ or Call / Text at ---------.