Enterprise Sales Director

This is a fully remote position, open to applicants in United States.

📋 Description

• Generate Pipeline and Own the Sales Cycle.

• Actively seek new business opportunities within the freight market, develop a robust pipeline with shippers, carriers, brokers, and other enterprise logistics entities, and take complete responsibility for transforming outbound efforts into closed-won revenue.

• Drive Opportunities with Urgency and Discipline.

• Consistently prospect, rigorously qualify leads, create urgency with key stakeholders, build compelling business cases, deliver customized demonstrations, and guide buyers through intricate enterprise procurement processes.

• Sell Strategic Platform Value.

• Present GoodShip as a cutting-edge freight orchestration platform that assists enterprise teams in enhancing transportation performance, discovering network opportunities, and making informed decisions using data and AI.

• Navigate Enterprise Buying Teams.

• Foster relationships across Transportation, Logistics, Procurement, Finance, IT, and executive stakeholders to create urgency, align priorities, and facilitate the movement of opportunities through enterprise decision-making frameworks.

• Partner Cross-Functionally to Win Customers.

• Collaborate with Solutions, Product, Customer Success, and leadership to refine account strategies, validate customer requirements, ensure smooth transitions, and prepare customers for sustained success.

• Bring Market Insight Back Into the Business.

• Convert insights from prospect discussions, competitive dynamics, objections, and market feedback into actionable intelligence that shapes GTM strategy, product priorities, and category positioning.

⛳️ Requirements

• A minimum of 5 years of enterprise B2B SaaS sales experience, demonstrating a successful history of pipeline generation, managing complex sales cycles, and closing new business in multi-stakeholder settings.

• Experience in selling within transportation, logistics, supply chain, or similarly complex operational environments, possessing sufficient freight context to effectively engage buyers from shippers, brokers, carriers, and other logistics organizations.

• Strong grasp of enterprise sales processes, including account planning, discovery, qualification, business case formulation, executive alignment, procurement navigation, and mutual closing planning.

• Proven history of closing multi-six-figure software deals, including opportunities requiring engagement with the C-suite, building executive consensus, and navigating senior-level approval workflows.

• Ability to develop relationships across Transportation, Logistics, Procurement, Finance, IT, and executive stakeholders while identifying the individuals, challenges, priorities, and processes necessary to advance a deal.

• Demonstrated capability to operate with ownership, urgency, and resilience in dynamic, fast-paced startup environments, establishing structure, driving activity, and remaining accountable for results.

• Strong commercial acumen and operational discipline, with the capacity to balance strategic account considerations with consistent hands-on execution.

• Proven success in a metrics-driven environment, consistently meeting or exceeding sales quotas.

• Preferred experience in selling freight, transportation, logistics, or supply chain technology solutions.

• Familiarity with TMS, freight optimization, visibility, procurement, analytics, AI, or related supply chain technology platforms is preferred.

🏝️ Benefits

• Competitive compensation and significant equity ownership.

• 100% employer-sponsored health benefits.

• Unlimited Paid Time Off (PTO).

• Company-wide winter break during the December holidays.

• Fully remote work environment.

• Team off-site events at destination locations.