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UPS hiring Transportation Supervisor, Chicago, Illinois

Transportation Supervisor

UPS

Chicago, Illinois
Posted 3 weeks ago

Qualifications

Education

Bachelor's degree in Business, Operations, Engineering, Computer Science, or a related field (or equivalent experience).

Required Certifications

  • Program Management certification (PgMP)
  • PMP
  • PRINCE2
  • Agile/Scrum certifications
  • or equivalent

Responsibilities

Primary Duties

  • Own and manage a portfolio of related customer projects, ensuring alignment to strategic priorities, customer needs, and business outcomes.
  • Translate organizational and customer objectives into clear program goals, success metrics, and measurable deliverables.
  • Partner with leadership to evaluate program opportunities, prioritize initiatives, and adjust scope based on evolving business requirements.
  • Ensure project plans remain integrated and coordinated across multiple teams, vendors, and functional areas.
  • Monitor progress against milestones and service levels; proactively remove roadblocks to keep delivery on track.
  • Identify and negotiate tradeoffs to balance competing priorities while protecting strategic outcomes.

Additional Duties

  • Identify, assess, and mitigate program-level risks across scope, schedule, budget, quality, compliance, and operational impact.
  • Maintain program RAID logs (Risks, Assumptions, Issues, Dependencies), escalating decisions and risks appropriately.
  • Lead change management across stakeholders and impacted teams to ensure adoption, readiness, and sustained performance improvements.
  • Serve as a key liaison between executive leadership, project teams, and customers ensuring transparency, alignment, and accountability.
  • Communicate program health through executive-ready updates, dashboards, and business reviews.
  • Ensure customer requirements and experience expectations are integrated into program planning and delivery.
  • Drive standardization and process improvement by applying best practices, lessons learned, and performance insights across the program.
  • Promote a culture of accountability, collaboration, and continuous improvement to enhance operational efficiency and delivery outcomes.
  • Define and track program KPIs/OKRs (e.g., on-time delivery, cost-to-deliver, benefits realization, customer satisfaction).

Experience Requirements

Required

5+ years of experience leading programs and/or multiple concurrent projects in a cross-functional environment.

5 years of experience

Benefits & Perks

Benefits Package

  • Medical/prescription drug coverage
  • Dental coverage
  • Vision coverage
  • Flexible Spending Account
  • Health Savings Account
  • Dependent Care Flexible Spending Account
  • Basic and Supplemental Life Insurance & Accidental Death and Dismemberment
  • Disability Income Protection Plan
  • Employee Assistance Program
  • 401(k) retirement program
  • Vacation
  • Paid Holidays and Personal time
  • Paid Sick and Family and Medical Leave time as required by law
  • Discounted Employee Stock Purchase Program

Retirement

  • 401(k) retirement program

Required Skills

Technical Skills

Proficiency with program/project management tools (e.g., MS Project, Smartsheet, Jira, Asana, Monday.com) and reporting dashboards.

Soft Skills

Strong risk managementstakeholder managementexecutive communication skills

Full Job Description

Transportation Supervisor

The Program Supervisor leads a portfolio of related projects to deliver outcomes that support strategic business objectives and customer success. This role is responsible for aligning program initiatives to long-term organizational goals, translating strategy into executable roadmaps, and ensuring cross-functional teams deliver measurable value. The Program Supervisor oversees program planning, governance, budgeting, resource allocation, risk management, and stakeholder communication to drive operational efficiency and sustained performance.

Key Responsibilities

  • Own and manage a portfolio of related customer projects, ensuring alignment to strategic priorities, customer needs, and business outcomes.
  • Translate organizational and customer objectives into clear program goals, success metrics, and measurable deliverables.
  • Partner with leadership to evaluate program opportunities, prioritize initiatives, and adjust scope based on evolving business requirements.
  • Ensure project plans remain integrated and coordinated across multiple teams, vendors, and functional areas.
  • Monitor progress against milestones and service levels; proactively remove roadblocks to keep delivery on track.
  • Identify and negotiate tradeoffs to balance competing priorities while protecting strategic outcomes.
  • Identify, assess, and mitigate program-level risks across scope, schedule, budget, quality, compliance, and operational impact.
  • Maintain program RAID logs (Risks, Assumptions, Issues, Dependencies), escalating decisions and risks appropriately.
  • Lead change management across stakeholders and impacted teams to ensure adoption, readiness, and sustained performance improvements.
  • Serve as a key liaison between executive leadership, project teams, and customers ensuring transparency, alignment, and accountability.
  • Communicate program health through executive-ready updates, dashboards, and business reviews.
  • Ensure customer requirements and experience expectations are integrated into program planning and delivery.
  • Drive standardization and process improvement by applying best practices, lessons learned, and performance insights across the program.
  • Promote a culture of accountability, collaboration, and continuous improvement to enhance operational efficiency and delivery outcomes.
  • Define and track program KPIs/OKRs (e.g., on-time delivery, cost-to-deliver, benefits realization, customer satisfaction).

Qualifications

  • Bachelor's degree in Business, Operations, Engineering, Computer Science, or a related field (or equivalent experience).
  • 5+ years of experience leading programs and/or multiple concurrent projects in a cross-functional environment.
  • Demonstrated ability to build roadmaps and coordinate resources across multiple teams.
  • Strong risk management, stakeholder management, and executive communication skills.
  • Proficiency with program/project management tools (e.g., MS Project, Smartsheet, Jira, Asana, Monday.com) and reporting dashboards.
  • Program Management certification (PgMP), PMP, PRINCE2, Agile/Scrum certifications, or equivalent.
  • Experience managing large-scale transformation initiatives, operational improvement programs, or customer-facing delivery programs.
  • Working knowledge of governance frameworks, portfolio management, or enterprise operating models.
  • Strategic Thinking & Business Acumen
  • Portfolio & Program Governance
  • Cross-Functional Leadership (without direct authority)
  • Financial Management & Benefits Realization
  • Risk Management & Decision Facilitation
  • Customer Orientation & Relationship Management
  • Operational Excellence & Continuous Improvement
  • Clear, concise executive communication

Compensation Grade: 20E

Employee Type: Permanent

UPS is committed to providing a workplace free of discrimination, harassment, and retaliation.

UPS is an equal opportunity employer. UPS does not discriminate on the basis of race/color/religion/sex/national origin/veteran/disability/age/sexual orientation/gender identity or any other characteristic protected by law.

Pay Range: Our compensation reflects the cost of labor across several US geographic markets. The base pay for this position ranges from $74,160.00/year to $120,480.00/year. Pay is based on several factors including but not limited to, market location and may vary depending on job-related knowledge, skills, and education/training and a candidate's work experience. Hired applicants are offered annual short-term and/or long-term incentive compensation programs, subject to applicable eligibility requirements. Payments under these annual programs are not guaranteed and are dependent upon a variety of factors including, but not limited to, individual performance, business unit performance, and/or the company's performance. The company offers the following benefits for this position, subject to applicable eligibility requirements: Medical/prescription drug coverage, Dental coverage, Vision coverage, Flexible Spending Account, Health Savings Account, Dependent Care Flexible Spending Account, Basic and Supplemental Life Insurance & Accidental Death and Dismemberment, Disability Income Protection Plan, Employee Assistance Program, 401(k) retirement program, Vacation, Paid Holidays and Personal time, Paid Sick and Family and Medical Leave time as required by law, and Discounted Employee Stock Purchase Program.

How to Apply

Estimated Salary

$116
/ hour

UPS pays $116 for Operations Manager in Chicago, Illinois, with most salaries ranging from $104 to $132. Pay can vary based on role, experience, and local cost of living.

Median
$116
Low
$104
High
$132

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Figures represent approximate ranges and may vary based on experience, location, and other factors. For the most accurate information, please consult the employer directly. Contact us to suggest updates to this information.