Director, Benefits

<h3>Who we are</h3> <p>The real world is the next frontier, and at Metropolis, we are creating the artificial intelligence to make it responsive. We are pioneering the Recognition Economy — a future where mundane repetition disappears and being known unlocks access, comfort, and belonging everywhere you go. From transforming parking into a seamless drive-in, drive-out experience for millions of Members to expanding our intelligence layer across retail and hospitality, we are building a world that feels instinctive and magical. The future isn’t coming; it’s here, and we need builders, innovators, and problem solvers to help us create it.</p> <h3>Who you are</h3> <p>Metropolis is seeking a Director, Benefits to set strategy and own accountability for all company-wide benefit programs across our 20,000+ employees. In this role, you will manage plan funding, claims experience, and financial risk while moving fluidly between leader-ready strategy and the details of a complex claim, compliance filing, or stuck process. You are an energized, hands-on player-coach who thrives in a fast-paced, high-growth environment, biased toward action, and capable of leveraging technology, automation, and AI to scale our People Operations function. Partnering closely with Finance and leading a dedicated team of four, you will build structure, establish continuous compliance, and maintain a competitive edge in the labor market.&nbsp;</p> <h3>What you'll do</h3> <ul> <li>Set a company-wide benefits strategy with near- and long-term goals that keeps Metropolis competitive, designing new plans and modifying existing ones based on current and future trends</li> <li>Identify opportunities to leverage AI and automation to streamline benefits, leave, and PTO processes while reducing manual work</li> <li>Own the annual Open Enrollment strategy and ensure benefits communications are accurate, clear, and compelling</li> <li>Oversee the strategy, administration, and compliant tracking of all leave and PTO programs across the 20,000+ population, including return-to-work coordination</li> <li>Manage leave vendor and TPA relationships while integrating leave and PTO data across HRIS, payroll, and benefit systems</li> <li>Hold accountability for compliance with federal and state benefits and leave laws, including ERISA, HIPAA, COBRA, FMLA, ADA, and AC</li> <li>Own 401(k) governance and oversee Form 5500 reporting, compliance testing, and required CMS, GAG, and RxDC filings</li> <li>Own plan budgets and financial stewardship of self-insured health and welfare plans, serving as the primary interface with Finance to maintain cost-allocation standards</li> <li>Act as the senior relationship owner with benefit carriers, brokers, consultants, and TPAs to drive streamlined processes that reduce cost and risk</li>