Senior Manager - Benefits
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.
Skills
As published by greenhouse · 25 questions
Basics
First Name, Last Name, Email, Phone, Resume/CV, Cover Letter, Location
Short answers (10)
- LinkedIn Profile optional
- Website optional
- Who is your current or most recent employer?
- What employer(s) gave you at least 8+ years of progressive benefits experience focused on managing health, welfare, retirement, leave, and wellbeing programs?
- What employer(s) gave you experience managing multi-million dollar benefit operations, driving vendor accountability and performance across brokers, consultants, carriers, and third party administrators?
- What employer(s) gave you experience leading major new benefit vendor implementations?
- What employer(s) gave you experience leading cross-functional initiatives involving Payroll, HRIS, Finance, and Legal?
- What employer(s) gave you technical expertise in HRIS platforms, benefits administration systems, and vendor integrations?
- What employer(s) gave you experience benchmarking 'what great looks like,' proactively identifying operational gaps, and pitching/executing scalable benefits solutions in fast-paced environments?
- What employer(s) gave you the experience to lead as a "player-coach"?
Pick from a list (15)
- Are you legally authorized to work in the country for which you are applying, both now and in the future, without requiring visa sponsorship?
- Are you currently in one of these sponsored statuses: O-1, TN, H1B1, H1B, E3?
- Are you currently in student (F-1) or Trainee (J1) status and/or have work authorization under CPT, OPT or STEM OPT?
- Are you subject to any restrictive covenants (e.g., non-compete, non-solicit agreements) that would prevent you from working at Uber Freight?
- Do you have a completed Bachelors degree?
- Do you have at least 8+ years of progressive benefits experience focused on managing health, welfare, retirement, leave, and wellbeing programs?
- Do you have a current understanding of international benefits administration, statutory requirements, and working with global benefit brokers/vendors.
- Have you managed multi-million dollar benefit operations, driving vendor accountability and performance across brokers, consultants, carriers, and third party administrators?
- Have you led major new benefit vendor implementations?
- Have you led cross-functional initiatives involving Payroll, HRIS, Finance, and Legal?
- Are you data driven with technical expertise in HRIS platforms, benefits administration systems, and vendor integrations?
- Do you have a proven track record of benchmarking 'what great looks like,' proactively identifying operational gaps, and pitching/executing scalable benefits solutions in fast-paced environments?
- Do you have experience and a desire to lead as a "player-coach"?
- Do you currently live within commuting distance to our office in Chicago?
- Are you comfortable with the Base Salary range for this position being within $130,000 and $160,000 a year?