VP, Asset-Based Drayage (Chicago or Norfolk)

A national asset-based drayage and intermodal carrier is expanding its asset side with openings across the leadership and operations stack. The business operates under multiple MC authorities across the East Coast, Mid-Atlantic, Southeast, and Great Lakes markets. Target markets: Chicago and Norfolk. Open to other strong drayage markets if the right candidate surfaces elsewhere. Role level: VP. What you will do • Set the growth and operational strategy for an expanding asset-based drayage region • Own full regional P&L including revenue, driver retention, equipment utilization, and customer concentration • Recruit and build the regional leadership bench: Directors, Terminal Managers, Dispatch • Cultivate and expand the strategic customer book across BCOs, freight forwarders, and shippers in your region • Lead driver-side recruiting and retention, personally activating your owner-operator network to scale capacity against new freight commitments • Partner with corporate on authority management, insurance, safety, and compliance posture • Report regional performance to the executive team and shape national strategy IMPORTANT — the one non-negotiable: candidates must bring BOTH sides of the drayage equation. A customer following (shippers, BCOs, freight forwarders they can bring freight from on day one) AND an owner-operator driver following (direct relationships with contract drivers they can recruit onto the authority). Candidates with only one half of this combination are not a fit. What we are looking for • Proven asset-based drayage or intermodal experience at the vp level • Customer following: active shipper, BCO, or freight forwarder relationships that can be activated to generate freight for a new or expanding terminal • Owner-operator driver following: direct, loyal driver relationships that can be recruited onto the authority to support new freight commitments • Deep understanding of port drayage economics, chassis availability, demurrage and per-diem exposure, and intermodal rail-ramp operations • Operational discipline and comfort owning P&L outcomes at the local terminal or regional level • Based in or willing to be in-market in Chicago, Norfolk, or an equivalent drayage market Compensation: competitive and commensurate with experience.