Uber Freight
Logistics & Supply ChainDirect Greenhouse career site

Senior Manager - Benefits

Pay
$130,000 – $160,000 per year
Location
Chicago, IL · Hybrid
Job type
Full-time
Level
Director
Experience
8+ years
Listed
31 days ago

Skills & highlights for this role

  • benefits administration
  • HRIS systems
  • vendor management
  • statutory compliance

Also useful

  • Oracle
  • CEBS

Stated benefits & perks

  • Health
  • Dental
  • Vision
  • 401k match
  • Parental leave

Schedule: Full Time

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.

Read the original posting

From Uber Freight's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Senior Manager - Benefits role at Uber Freight, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

What is the salary for the Senior Manager - Benefits role at Uber Freight?

The Senior Manager - Benefits posting at Uber Freight states compensation of $130,000 – $160,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Uber Freight's official career site.

Where is the Senior Manager - Benefits job at Uber Freight located?

This Senior Manager - Benefits position at Uber Freight is located in Chicago, IL (Hybrid). Always check Uber Freight's application page for specific state eligibility or relocation policies.

What qualifications are required for Senior Manager - Benefits at Uber Freight?

For the Senior Manager - Benefits role, Uber Freight highlights 8+ years of relevant experience; experience with benefits administration, HRIS systems, vendor management, statutory compliance. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Senior Manager - Benefits position at Uber Freight?

This listing links directly to Uber Freight's Greenhouse application page. You can apply directly on Uber Freight's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.