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Benefits Director Jobs (NOW HIRING)

Metropolis

Director, Benefits

Chicago, IL · On-site

$175K - $200K/yr

Who you are 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 ...

MetTel

Director, Workplace Benefits

New York, NY · On-site

$135K - $200K/yr

We are seeking an experienced Director, Workplace Benefits to lead the strategy, administration, and compliance of our employee benefits programs. This role is responsible for the design ...

ULINE

Director of Benefits

Glenview, IL · On-site

Director of Benefits Corporate Headquarters 12575 Uline Dr. Pleasant Prairie, WI 53158 Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline's Director ...

ULINE

Director of Benefits

Kenosha, WI · On-site

Director of Benefits Corporate Headquarters 12575 Uline Dr. Pleasant Prairie, WI 53158 Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline's Director ...

Sound Physicians

Director, Benefits & Wellbeing

Reporting to the VP of People Operations, the Director builds and develops the benefits team and partners closely with executive leadership, Finance, Payroll, Legal, and our broker. They are the ...

PHINIA Inc.

Director, Global Benefits

Auburn Hills, MI · On-site

$150 - $190/hr

The Director of Global Benefits is a forward-thinking leader responsible for the design, strategy, implementation, and governance of the company's global benefits programs. This role ensures that ...

ULINE

Director of Benefits

Waukegan, IL

Director of Benefits Corporate Headquarters 12575 Uline Dr. Pleasant Prairie, WI 53158 Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline's Director ...

ULINE

Director of Benefits

Milwaukee, WI · On-site

Director of Benefits Corporate Headquarters 12575 Uline Dr. Pleasant Prairie, WI 53158 Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline's Director ...

ULINE

Director of Benefits

Kenosha, WI · On-site

Director of Benefits Corporate Headquarters 12575 Uline Dr. Pleasant Prairie, WI 53158 Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline's Director ...

Hexcel Corporation

Director of Benefits

Stamford, CT · Hybrid

Become a part of the "strength within." Hexcel is currently seeking a Director, Benefits for our Stamford, CT , USA location. This position follows a hybrid working arrangement reports to the Vice ...

DP World

Director, Benefits - Americas

Charlotte, NC · On-site

The Director, Benefits - Americas is responsible for the overall management of the Americas Region health & welfare and retirement benefit programs, including administration, planning, development ...

University of Rochester

$122K - $184K/yr

Provides strategic and operational leadership for Benefits team within the Office of Total Rewards. Collaborates with the Sr. Director of Total Rewards to progress strategic priorities of Total ...

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Benefits Director information

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$31.5K

$116.9K

$176.5K

How much do benefits director jobs pay per year?

As of Aug 16, 2026, the average yearly pay for benefits director in the United States is $116,897.00, according to ZipRecruiter salary data. Most workers in this role earn between $96,500.00 and $140,500.00 per year, depending on experience, location, and employer.

What are some common challenges faced by benefits directors, and how do they address them?

Benefits Directors often face challenges such as navigating complex regulatory changes, balancing cost control with employee satisfaction, and managing multiple vendors or benefit providers. They address these by staying current on industry trends and legal requirements, leveraging technology to streamline processes, and fostering strong relationships with finance, legal, and HR teams. Effective communication and proactive planning are key to anticipating issues and maintaining a competitive benefits program. By tackling these challenges, Benefits Directors play a crucial role in attracting and retaining top talent for their organizations.

What are the key skills and qualifications needed to thrive as a benefits director?

A Benefits Director requires deep knowledge of employee benefits programs, regulatory compliance (such as ERISA and ACA), and strategic planning, typically backed by a bachelor’s degree in human resources, business, or a related field. Familiarity with benefits administration systems, HRIS platforms, and certifications like CEBS (Certified Employee Benefit Specialist) are highly valuable. Excellent interpersonal skills, negotiation, and the ability to communicate complex information clearly set top candidates apart. These qualifications are vital for ensuring legal compliance, optimal program design, and strong support for employees and business objectives.

What does a benefits director do?

A Benefits Director oversees an organization's employee benefits programs, including health insurance, retirement plans, and wellness initiatives. They ensure compliance with legal regulations, negotiate with vendors, and develop strategies to enhance employee satisfaction and retention. Additionally, they analyze benefit trends, manage budgets, and collaborate with HR leadership to align benefits with company goals.

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Benefits Director jobs near you
Infographic showing various Benefits Director job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 16% Part Time, and 5% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $116,897 per year, or $56.2 per hour.

Director, Benefits

Metropolis

Chicago, IL • On-site

$175K - $200K/yr

Full-time

Medical, Life, Retirement, PTO

Re-posted 22 days ago

Job description

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 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.
What you'll do
  • 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
  • Identify opportunities to leverage AI and automation to streamline benefits, leave, and PTO processes while reducing manual work
  • Own the annual Open Enrollment strategy and ensure benefits communications are accurate, clear, and compelling
  • Oversee the strategy, administration, and compliant tracking of all leave and PTO programs across the 20,000+ population, including return-to-work coordination
  • Manage leave vendor and TPA relationships while integrating leave and PTO data across HRIS, payroll, and benefit systems
  • Hold accountability for compliance with federal and state benefits and leave laws, including ERISA, HIPAA, COBRA, FMLA, ADA, and AC
  • Own 401(k) governance and oversee Form 5500 reporting, compliance testing, and required CMS, GAG, and RxDC filings
  • 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
  • Act as the senior relationship owner with benefit carriers, brokers, consultants, and TPAs to drive streamlined processes that reduce cost and risk
  • Lead, develop, and hands-on coach a team of four by setting clear expectations, ruthlessly prioritizing demands, and removing barriers
What we're looking for
  • 10+ years in benefits administration, including strategy, open enrollment, compliance, and financial/accounting responsibility
  • Experience managing self-insured or self-funded health and welfare plans, including funding, stop-loss, and claims or reserve analysis
  • Strategic yet hands-on leadership style, staying comfortable in the weeds and willing to do the work alongside the team
  • Experience overseeing leave, absence, and PTO programs like FMLA, ADA, state, and company leaves at scale
  • Track record of leveraging AI and automation to streamline and scale HR and benefits processes
  • Proven leadership experience directing and developing a team, ideally through other managers
  • Extensive expertise in ERISA, HIPAA, COBRA, FMLA, ADA, ACA, and applicable state and federal benefits and leave law
  • Ability to thrive in a fast-paced, high-growth, tech-forward environment with shifting priorities and a builder's bias for action
  • Strong financial acumen, experience administering plans in an HRIS, advanced reporting and Excel skills, and excellent communication abilities
  • Familiarity with HRIS systems like Workday
  • Experience leveraging AI tools to transform static workflows into responsive, high-output processes.

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 salary for this position is $175,000.00 USD to $200,000.00 USD annually. 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.

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