← Search all jobs

Senior Manager - Benefits

Uber Freight

Listing collected from Uber Freight's career site. NextChapter is independent of Uber Freight.

Chicago, IL · Posted October 5, 2026

Just laid off? Start here: a plan for the first weeks

See every open role at Uber Freight

More in Illinois job market · Transportation & Logistics · Human Resources jobs

More roles at Uber Freight

Similar jobs

Where Chicago, IL ranks

Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.

Rankings about human resources jobs

Human Resources jobs · Top Human Resources employers · All rankings

How AI is used in this kind of work

AI use among compensation and benefits managers is little observed so far. Measured exposure for compensation and benefits managers: 0% (little observed).

Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.

Check how this applies to your own job

Skills this job asks for

Say which you have and which you want to build. We use it to match you to jobs like this one.

About the job

Schedule: Full Time

Job Type: Hybrid

Salary Type: Salary

Req #: 3035

No immigration sponsorship or transfer available for this role.

About the Role

The Senior Manager, Benefits is responsible for leading the administration, governance, and continuous improvement of employee benefits programs across the U.S. and global locations. This role provides leadership for benefits operations, vendor management, and cross-functional initiatives while ensuring programs are delivered efficiently, compliantly, and with a strong employee experience.

The ideal candidate is a collaborative hands-on player/coach who pairs strategic vision with deep benefits expertise to execute operational excellence, and streamline processes.

What the Candidate Will Do

Lead the administration and ongoing management of health, welfare, retirement, leave, and wellbeing programs.

Serve as the strategic relationship owner for benefits vendors, brokers, consultants, carriers, and third-party administrators.

Partner with Employee Experience, Payroll, HRIS, Finance, Legal, and HR leadership to drive operational excellence.

Lead annual enrollment strategy, execution, communications, and governance activities.

Oversee benefits compliance, audits, reporting requirements, and operational controls.

Manage benefits programs in the U.S. and support employee benefits programs in Mexico while partnering with local stakeholders and vendors.

Lead vendor performance reviews, service governance, and issue resolution activities.

Identify and implement process improvements that enhance efficiency, scalability, compliance, and employee experience.

Lead benefits-related projects, vendor implementations, and operational transformation initiatives.

Coach, develop, and support benefits team members while fostering a culture of accountability and continuous improvement.

Basic Qualifications

Bachelors degree.

8+ years of progressive benefits experience focused on managing health, welfare, retirement, leave, and wellbeing programs.

Current understanding of international benefits administration, statutory requirements, and working with global benefit brokers/vendors.

Managed multi-million dollar benefit operations, driving vendor accountability and performance across brokers, consultants, carriers, and third party administrators.

Led major new benefit vendor implementations.

Led cross-functional initiatives involving Payroll, HRIS, Finance, and Legal.

Data driven with technical expertise in HRIS platforms, benefits administration systems, and vendor integrations.

Proven track record of benchmarking 'what great looks like,' proactively identifying operational gaps, and pitching/executing scalable benefits solutions in fast-paced environments.

Experience and a desire to lead as a "player-coach".

Preferred Qualifications

3+ years of people management experience.

Experience in a multinational organization and supporting employee benefits programs abroad.

Experience with a benefits consultancy or a benefits broker.

CEBS or similar benefits certification.

Oracle experience.

Benefits & Compensation for U.S. Employees

Employees working more than 30 hours in the US at Uber Freight are eligible for benefits like a company sponsored health plan, dental and vision benefits, 401k match, financial and mental wellness benefits, parental leave, short- and long-term disability coverage, life insurance and more. US based employees may also be eligible for a performance or sales incentive bonus program, participation in Uber Freight equity awards, and other types of compensation depending upon the role.

Illinois: The salary range for this role is $130,000 to $160,000 a year.

About Uber Freight

Uber Freight helps companies move goods more reliably and efficiently. We bring together the technology, people, and transportation capacity they need, using real‑time data from millions of shipments to guide smarter decisions. That helps customers spot issues early, avoid costly surprises, and deliver on time. Uber Freight works with 1 in 3 Fortune 500 shippers across North America and manages over $17B in freight. Learn more at www.uberfreight.com .

Candidate Privacy Notice

Uber Freight is committed to protecting the privacy of our candidates. We collect and process personal data in accordance with applicable data protection laws. For detailed information on how we handle candidate data, please review our Candidate Privacy Notice .

EEOC

Uber Freight is proud to be an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regards to sex, gender identity, sexual orientation, race, color, religion, national origin, disability, protected Veteran status, age, or any other characteristic protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements.