Senior Director Transportation

At Pitney Bowes, we do the right thing, the right way.  As a member of our team, you can too.

We have amazing people who are the driving force, the inspiration and foundation of our company. Our thriving culture can be broken down into four components: Client. Team. Win. Innovate.

We actively look for prospects who:
•    Are passionate about client success.
•    Enjoy collaborating with others.
•    Strive to exceed expectations.
•    Move boldly in the quest for superior and best in market solutions.

Job Description:

You Are:
The subject matter expert for all logistics and transportation activities, bringing strategic vision and operational expertise to a complex, high-spend transportation network.

The Role:
The Senior Director of Transportation reports directly to the Vice President of Operations and serves as an advisor to the Executive team. This leader oversees ~$100M in annual transportation operations, spanning fleet management, third-party logistics, cost management, demand planning, forecasting, and inbound/outbound traffic. The position manages key supplier and vendor partnerships along with cross-functional relationships to ensure on-time performance cost control. The Senior Director also establishes strategies, structures, processes, and systems that scale in support of Presort’s broader growth.

You Will:

• Develop multi-year transportation strategies with senior leadership, aligned to company priorities and capital allocation.
• Guide execution of plans, adjusting as market conditions evolve, and support regional/operating centers in meeting logistics targets.
• Communicate strategy, priorities, and performance expectations clearly across the transportation organization.
• Establish reliable forecasts and set ambitious, achievable goals linked to economic value creation.
• Lead cost/benefit analyses and risk assessments to evaluate partnerships, insourcing opportunities, and vendor capacity.
• Strengthen risk mitigation through second-source strategies and expanded vendor capabilities.
• Manage external partners strategically, driving innovation and ensuring compliance with contracts, SLAs, and regulatory standards.
• Partner with General Counsel and cross-functional leaders on vendor contracts and regulatory compliance (DOT, state, federal).
• Collaborate with product, technology, and operations teams to enhance processes, allocate resources, and drive execution.
• Use data-driven insights and KPIs to track performance and ensure alignment with strategy.
• Champion a safety culture focused on accountability, continuous improvement, and zero-incident performance.
• Deliver results through senior manager leadership while integrating business plans with talent development and succession planning.

Your Background:

• 10+ years of experience in transportation, logistics, or supply chain, including 7+ years in leadership and at least 5 years at the senior management or executive level.
• Bachelor’s degree in Transportation, Logistics, Supply Chain, or related field; MBA or advanced degree is a plus.
• Success managing complex transportation, fleet operations, and logistics networks in a private company or large business unit.
• Proven ability to drive continuous improvement and operational excellence.
• Experience in warehouse design and equipment utilization.
• Strong written and verbal communication skills.
• Proficiency in Microsoft Office Suite and basic data analytics.
• Knowledge of driver engagement strategies and employee relations best practices.
• Hands-on experience with WMS, TMS, and transit tracking systems.

Key Competencies & Leadership Expectations:
The Senior Director of Transportation models company values, promotes a positive culture, and ensures effective succession planning across the organization. This leader demonstrates:

• Strong leadership and people-development skills.
• Sound business acumen and judgment in complex decision-making.
• Excellent communication and collaboration skills.
• High integrity and ethical standards.
• Ability to coordinate internal and external resources while delegating effectively.
• Deep knowledge and expertise in transportation and logistics.

We will:

• Provide the opportunity to grow and develop your career
• Offer an inclusive environment that encourages diverse perspectives and ideas
• Deliver challenging and unique opportunities to contribute to the success of a transforming organization
• Offer comprehensive benefits globally (PB Live Well)

Pitney Bowes is an equal employment opportunity employer. All qualified applicants will receive consideration for employment without regard for race, color, sex, religion, national origin, age, disability (mental or physical), veteran status, sexual orientation, gender identity, or any other consideration made unlawful by applicable federal, state, or local laws.

All qualified applicants, including Veterans and Individuals with Disabilities, are encouraged to apply. 

All interested individuals must apply online. Individuals with disabilities who cannot apply via our online application should refer to the alternate application options via our Individuals with Disabilities link.