Enterprise Sales Director

About the role

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.

Responsibilities

• Generate Pipeline and Own the Sales Cycle: 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.
• Drive Opportunities with Urgency and Discipline: 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.
• Sell Strategic Platform Value: 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.
• Navigate Enterprise Buying Teams: Build relationships across Transportation, Logistics, Procurement, Finance, IT, and executive stakeholders to create urgency, align priorities, and move opportunities through enterprise decision-making processes.
• Partner Cross-Functionally to Win Customers: 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.
• Bring Market Insight Back Into the Business: Translate prospect conversations, competitive dynamics, objections, and market feedback into actionable insights that influence GTM strategy, product priorities, and category positioning.

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.
• 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.

Qualifications

• Proven track record of generating pipeline and closing new business in multi-stakeholder environments.
• Strong understanding of enterprise sales motions and ability to navigate complex procurement cycles.
• Experience selling into transportation, logistics, supply chain, or similar complex operational environments.
• Strong relationship-building skills and ability to align priorities across different departments.
• Ability to translate market insights into actionable strategies for the business.

Skills

• Enterprise B2B SaaS sales experience
• Experience selling into transportation, logistics, supply chain, or similar complex operational environments
• Strong understanding of enterprise sales motions
• Proven experience closing multi-six-figure software deals
• Ability to build relationships across different departments
• Strong commercial judgment and operating discipline
• Proven track record of operating in a metrics-driven environment
• Experience selling freight, transportation, logistics, or supply chain technology solutions
• Familiarity with TMS, freight optimization, visibility, procurement, analytics, AI, or related supply chain technology platforms

Benefits

• 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

Pay

Competitive compensation and meaningful equity ownership.

Schedule

Full-time, remote work environment.