Benefits Specialist at Metropolis in Chicago, IL

Who we are 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. Who you are Metropolis is seeking a Benefits Specialist to support day-to-day benefits and leave of absence. This includes employee support on health and welfare benefits enrollment and leave process. This role requires training across benefits and leave functions to ensure accurate administration, thorough documentation, and consistent system alignment. What you'll do Assist with leave administration processes, which may include preparing/submitting standard leave documents Comply with and evaluate eligibility for various leave types, including ADA, FMLA, State, and Company Leaves Administer benefits processes, including timely processing of enrollments, changes, and terminations, and preparing/submitting required documents Verify employee documentation for benefits and leaves Manage benefits and leave inboxes, providing prompt and professional responses Reconcile vendor reports and contribution files to ensure data accuracy Maintain alignment and updates across all HRIS, vendor, and tracking systems for benefit and leave transactions Support the implementation of new processes and continuous improvement initiatives Generate and audit reports to validate employee data and benefit deductions What we're looking for Proficiency using Microsoft Suite (e.g, Excel, Word) and Google Workspace (e.g, Gmail, Docs) tools Familiarity with HRIS systems and reporting systems preferred Ability to maintain confidential and sensitive information in a professional manner Strong attention to detail and customer service skills in a fast-paced, high-volume environment Ability to multitask and prioritize daily, weekly, and monthly tasks 4 Days in Office: Metropolis values in-person collaboration to drive innovation, strengthen culture, and enhance the Member experience. Our corporate team members hold to our office-first model, which requires employees to be on-site at least four days a week, fostering organic interactions that spark creativity and connection When you join Metropolis, you'll join a team of world-class product leaders and engineers, building an ecosystem of technologies at the intersection of parking, mobility, and real estate. Our goal is to build an inclusive culture where everyone has a voice and the best idea wins. You will play a key role in building and maintaining this culture as our organization grows.The anticipated base pay for this position is $24.00 USD to 29.00 USD hourly. The actual base salary offered is determined by a number of variables, including, as appropriate, the applicant's qualifications for the position, years of relevant experience, distinctive skills, level of education attained, certifications or other professional licenses held, and the location of residence and/or place of employment. Base salary is one component of Metropolis' total compensation package, which may also include access to or eligibility for healthcare benefits, a 401(k) plan, short-term and long-term disability coverage, basic life insurance, a lucrative stock option plan, bonus plans, and more. #LI-AW1 #LI-Onsite Metropolis may utilize an automated employment decision tool (AEDT) to assess or evaluate your candidacy for employment or promotion. AEDTs are used to assist in assessing a candidate’s application relative to the required job qualifications and responsibilities listed in the job posting. As part of this process, Metropolis retains data relevant to your candidacy, including personal information, for a period that is reasonably necessary for the use of the tool. If you are hired for the position, your data may become part of your employee records. Metropolis Technologies is an equal opportunity employer. We make all hiring decisions based on merit, qualifications, and business needs, without regard to race, color, religion, sex (including gender identity, sexual orientation, or pregnancy), national origin, disability, veteran status, or any other protected characteristic under federal, state, or local law.