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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