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Director of Benefits - Steak n' Shake - San Antonio

Management

3 hours ago0 views

About the Role


Steak 'n Shake is seeking a Director of Benefits to lead the strategy, administration, and execution of our benefits programs across a large, multi-state employee population. This role reports directly to the Vice President of Human Resources, serves as a member of the HR Leadership Team, and manages one internal direct report.


This position is ideal for a benefits leader who enjoys both strategic ownership and hands-on execution---someone comfortable rolling up their sleeves while shaping programs that directly impact employees' lives.



Key Responsibilities


Benefits Strategy Administration


  • Own the design, delivery, and day-to-day administration of all employee benefit programs, including medical, dental, vision, life, disability, wellness, and voluntary benefits
  • Evaluate benefit offerings regularly to ensure competitiveness, cost effectiveness, and alignment with company goals

Open Enrollment


  • Lead annual open enrollment from end to end, including planning, vendor coordination, communications, system setup, and post-enrollment reconciliation
  • Ensure a smooth, accurate, and employee-friendly enrollment experience

Compliance Governance


  • Oversee ACA compliance and reporting, including vendor coordination and regulatory deadlines
  • Manage 401(k) retirement plan governance, including vendor oversight, audits, and fiduciary compliance
  • Administer and ensure compliance with FMLA, ADA, and state-specific leave laws
  • Maintain compliance across multiple states and jurisdictions

Vendor Management


  • Serve as primary point of contact for benefits brokers, insurance carriers, third-party administrators, and retirement plan vendors
  • Lead renewals, RFPs, contract negotiations, and ongoing performance management

Operational Excellence Leadership


  • Provide day-to-day leadership and development for one internal direct report
  • Maintain accurate benefits data, documentation, and reporting
  • Troubleshoot escalated employee issues and complex benefit cases
  • Partner closely with HR leadership, finance, legal, and operations teams to improve processes, controls, and systems


Minimum Qualifications


  • Bachelor's degree in Human Resources, Business Administration, or a related field (or equivalent experience)
  • 7+ years of progressive experience in employee benefits administration and compliance
  • Demonstrated ownership of open enrollment execution in a multi-state environment
  • Strong working knowledge of ACA compliance and reporting
  • Hands-on experience administering 401(k) retirement plans
  • Practical experience with FMLA, ADA, and state-specific leave laws
  • Proven experience managing external vendors (brokers, carriers, TPAs)
  • Ability and willingness to perform detailed, operational work in addition to strategic leadership


Preferred Qualifications


  • 10+ years of benefits experience, including leadership responsibility
  • Experience supporting a large, distributed, hourly workforce across multiple states
  • Prior experience in retail, hospitality, restaurant, or similarly complex operating environments
  • Professional certifications such as CEBS, SHRM-CP/SHRM-SCP, or SPHR
  • Experience leading benefits through periods of growth, change, or transformation
  • Strong data, audit, and reporting orientation


Competencies Work Style


  • Self-starter who works independently and takes ownership
  • Highly detail-oriented with strong follow-through
  • Thrives in a fast-paced, ever-changing environment
  • Comfortable getting "in the weeds" with day-to-day work---this is not a purely advisory role
  • Practical, solutions-oriented mindset with strong judgment


Why Steak 'n Shake


Steak 'n Shake offers the opportunity to lead benefits in a highly visible, impactful role within the HR organization. As a member of the HR Leadership Team, you will help shape programs that directly affect employees across the country while partnering closely with senior leadership.


#Corp7080

  • Experience
    Required
  • Employment
    Full-time

pin icon115 East Travis Street, Downtown, 78205, San Antonio

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Supervisor ManagerSan Antonio

Hiring on JOB TODAY since April, 2026

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