Transportation Supervisor

UPS•Bensenville, IL

27d

About The Position

Before you apply to a job, select your language preference from the options available at the top right of this page. Explore your next opportunity at a Fortune Global 500 organization. Envision innovative possibilities, experience our rewarding culture, and work with talented teams that help you become better every day. We know what it takes to lead UPS into tomorrow—people with a unique combination of skill + passion. If you have the qualities and drive to lead yourself or teams, there are roles ready to cultivate your skills and take you to the next level. Job Description: Job Title: Transportation Supervisor Position Summary 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.

Requirements

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.
Must be a U.S. Citizen or National of the U.S., an alien lawfully admitted for permanent residence, or an alien authorized to work in the U.S. for this employer.

Nice To Haves

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.

Responsibilities

Program Strategy & Portfolio Alignment 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.
Risk, Issue, and Change Management 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.
Stakeholder & Customer Management 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.
Continuous Improvement & Organizational Efficiency 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).