Enterprise Sales Director

GoodShip

2d•Remote

About The Position

As an Enterprise Sales Director, you will play a critical role in driving GoodShip’s revenue growth by building relationships with key enterprise customers and leading high-impact sales cycles. You’ll manage the full lifecycle from prospecting through close and partner cross-functionally with Solutions, Customer Success, and Product to ensure a seamless customer journey. This is a high-ownership role for someone who deeply understands the freight industry and can operate strategically while rolling up their sleeves to execute.

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, including opportunities 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.

Nice To Haves

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.

Responsibilities

Hunt for new business across the freight market, generate high-quality pipeline with shippers, carriers, brokers, and other enterprise logistics organizations, and take full ownership for converting outbound effort into closed-won revenue.
Prospect consistently, qualify rigorously, create urgency with the right stakeholders, build compelling business cases, deliver tailored demos, and guide buyers through complex enterprise procurement cycles.
Position GoodShip as a modern freight orchestration platform that helps enterprise teams improve transportation performance, uncover network opportunities, and make better decisions with data and AI.
Build relationships across Transportation, Logistics, Procurement, Finance, IT, and executive stakeholders to create urgency, align priorities, and move opportunities through enterprise decision-making processes.
Collaborate with Solutions, Product, Customer Success, and leadership to sharpen account strategy, validate customer needs, support clean handoffs, and set customers up for long-term success.
Translate prospect conversations, competitive dynamics, objections, and market feedback into actionable insights that influence GTM strategy, product priorities, and category positioning.