Staff Product Manager, Trucking Tech

At Flexport we believe global trade can move the human race forward. Thats why its our mission to make global commerce so easy there will be more of it. Were shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today companies of all sizesfrom emerging brands to Fortune 500suse Flexport technology to move more than $19B of merchandise across 112 countries a year.

The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission solutions and people. Ready to tackle global challenges that impact business society and the environment Come join us.

Were looking for a Staff Product Manager to lead the strategy for Trucking Technologythe systems that plan procure dispatch and settle every truck move in North Americaand drive the unification of our fragmented ground transportation business into a single Flexport-owned platform by 2027. You will define the vision for how planning procurement and carrier experience integrate into one operating system and execute with high autonomy.

This unification is critical for Flexports long-term vision of an automated supply chain. By owning the full stack we will consolidate demand capture leaking margin and deliver a high-quality experience across modes. You will also drive the next generation of trucking automationincluding AI-driven appointment scheduling and automated dispatchto continue the strategic initiatives in our annual operating plan.

Sitting at the intersection of product operations and business you will be measured by operational and financial impact rather than just features shipped. This role involves redesigning the operating processes themselves and persuading leadership to adopt new models. You will also raise the bar for the PM team through mentorship and sharper frameworks on our most complex product problems.

You will raise the bar for the PM team through mentorship better frameworks and sharper thinking on the hardest product problems we face. This is a role for someone with deep product experience strong analytical instincts ideally real trucking or ground transportation domain expertise and the ability to operate at both the strategic and execution level in a complex data-rich environment.

• Own the vision and strategy for Flexports unified Trucking Technology stack across planning procurement pricing and carrier experience.
• Lead the end-to-end trucking unification program managing cross-domain change management and platform migration risks.
• Drive automation and AI initiatives such as automated dispatch and appointment scheduling to remove manual work from the cargo lifecycle.
• Deliver measurable business impact by optimizing cost-to-serve procurement savings and carrier performance metrics.
• Reengineer and digitize underlying trucking workflows to establish a leaner operating model.
• Modernize the carrier experience to reduce friction across load acceptance scheduling and payment touchpoints.
• Collaborate with global Engineering Design and Operations teams to translate complex logistics workflows into intuitive systems.
• Use data-driven frameworks to guide investment and represent your domain in strategic leadership forums.
• Mentor PMs to raise the bar for product specs prioritization and communication across the team.

• 8 years of PM experience with a track record of owning complex product domains and delivering quantifiable business impact.
• Deep expertise in trucking or ground transportation (FTL/LTL procurement dispatch or TMS platforms) is highly desirable.
• Experience leading large-scale platform consolidations or system unification programs without disrupting live operations.
• Proven ability in operational process engineeringdiagnosing redesigning and automating complex human workflows.
• Strong analytical skills with SQL proficiency and experience building metrics frameworks to drive strategic decisions.
• Skilled at shipping intuitive UX in data-dense domains and aligning cross-functional teams around a shared roadmap.
• Ability to operate simultaneously at the high-level strategy and granular execution levels.
• Excellent communication skills for framing trade-offs and presenting recommendations to senior leadership.
• Technical degree (CS Industrial Engineering) or equivalent technical depth is a plus.

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