Enterprise Sales Director at GoodShip

GoodShip is the AI engine powering modern transportation networks, helping teams optimize spend and service while enabling seamless collaboration across internal stakeholders and external partners. We unify data from loads, tenders, contracts, real-time tracking, and market benchmarks to deliver an intelligent view of the transportation network, and our embedded intelligence proactively recommends the highest-impact opportunities to save money, improve service, and reduce spot exposure. Backed by A-list venture firms and founders of industry-leading FreightTech companies, and recently recognized in the TechCrunch AI Disrupters 60, we are seeking an Enterprise Sales Director to help bring this technology to market on a full-time, remote basis.

Responsibilities

• Generate pipeline by hunting for new business across the freight market and take full ownership of converting outbound effort into closed-won revenue with shippers, carriers, brokers, and other enterprise logistics organizations.
• Drive opportunities with urgency and discipline by consistently prospecting, qualifying rigorously, creating urgency with the right stakeholders, building compelling business cases, delivering tailored demos, and guiding buyers through complex enterprise procurement cycles.
• Sell the strategic value of our platform by positioning GoodShip as a modern freight orchestration solution that helps enterprise teams improve transportation performance, uncover network opportunities, and make better decisions with data and AI.

Requirements

• 5+ years of enterprise B2B SaaS sales experience with a proven track record of generating pipeline, managing complex sales cycles, and closing new business in multi-stakeholder environments.
• Experience selling into transportation, logistics, supply chain, or similarly complex operational environments, with enough freight context to credibly engage buyers across shippers, brokers, carriers, and other logistics organizations.
• Strong understanding of enterprise sales motions, including account planning, discovery, qualification, business case development, executive alignment, procurement navigation, and mutual close planning.
• Proven experience closing multi-six-figure software deals that require selling into the C-suite, building executive alignment, and navigating senior-level approval processes.
• Ability to build relationships across Transportation, Logistics, Procurement, Finance, IT, and executive stakeholders while identifying the people, pain, priorities, and process required to move a deal forward.
• Demonstrated ability to operate with ownership, urgency, and resilience in ambiguous, fast-moving startup environments, creating structure, driving activity, and staying accountable to outcomes.
• Strong commercial judgment and operating discipline, with the ability to balance strategic account thinking with consistent hands-on execution.
• Proven track record of operating in a metrics-driven environment and consistently meeting or exceeding quota.
• Experience selling freight, transportation, logistics, or supply chain technology solutions preferred.
• Familiarity with TMS, freight optimization, visibility, procurement, analytics, AI, or related supply chain technology platforms preferred.

What we offer

• Competitive compensation and meaningful equity ownership.
• 100% employer-paid health benefits.
• Unlimited PTO.
• Company-wide winter break during the December holidays.
• Fully remote work environment.
• Destination team off-sites.