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Flexport — Chicago Illinois
About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people.
Today, companies of all sizes—from emerging brands to Fortune 500s—use 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. The Opportunity We are scaling our dedicated Automotive practice, and we are looking for the person who will lead it.
This is a founding commercial role. You will start as a team of one, owning the full sales motion end-to-end, and you will build the team around you as the practice grows. You will define how Flexport expands our work with OEMs, Tier 1 and Tier 2 suppliers, EV battery manufacturers, and the broader automotive ecosystem.
You will set the playbook, win marquee accounts, and hire the people who scale what you build. Reporting directly to the General Manager, you will operate with a high degree of autonomy and direct access to executive leadership.
Compensation
model (Base + Uncapped bonus), designed for strong leaders who take bets on themselves.
Benefits
Why This Role Is Different The automotive logistics market is not a standard freight problem. A production line stoppage costs OEMs $50,000–$100,000 per minute in lost output—meaning a single missing part can trigger a crisis that no amount of expediting fully recovers. The industry is simultaneously navigating the most complex tariff environment in a generation: USMCA rules of origin require tracking Regional Value Content across multi-tier supplier networks, while Section 232 tariffs and ongoing trade policy volatility create constant, unpredictable duty exposure.
Flexport has built the capabilities this market demands: Customs expertise built for automotive complexity. 2% error rate, roughly ten times better than the industry average. For OEMs and Tier 1s navigating USMCA rules of origin, HTS classification across thousands of part numbers, and volatile Section 232 exposure, this is a true competitive moat.
$900M+ saved in tariff exposure for customers over five years—through duty optimization, FTZ utilization, and first-entry-free strategies that protect margin on high-volume parts flows. Real-time digital control tower with proactive exception management—giving customers and their supply chain teams milestone-level visibility before a disruption reaches the production floor. Mexico cross-border expertise.
As nearshoring reshapes automotive manufacturing, our US-Mexico corridor capabilities—customs brokerage, cross-border trucking, and bonded warehouse solutions—are increasingly central to how OEMs and Tier 1s are reconfiguring their supply chains. You Will Own the full commercial motion for Flexport's Automotive practice: from pipeline generation through close and expansion. Build, inspire, and ultimately lead a high-performing sales team as the practice scales, including hiring, onboarding, coaching, and developing Account Executives.
Define and execute a go-to-market strategy targeting OEMs, Tier 1 and Tier 2 suppliers, EV battery and component manufacturers, and aftermarket distributors across North America. Establish and drive specific, targeted revenue goals and quotas; monitor and manage key performance metrics to ensure consistent performance.