Director of Enterprise Sales
About the Opportunity
This is a rare opportunity to become the first Enterprise Sales hire in the United States and play a foundational role in launching and scaling a next-generation AI-powered freight execution platform. The organization combines deep logistics expertise with agentic AI technology to help shippers automate transportation planning, shipment management, and freight audit processes.
Why This Opportunity Stands Out
- True 0→1 opportunity to build the U.S. market
- Responsible for closing the first $1M-$3M in ARR
- Ability to influence GTM strategy, sales process, and commercial structure
- Direct exposure to executive leadership
- Clear path toward Senior Director and VP-level leadership
- Supported by a well-funded global organization with an established logistics presence and technology platform [
Position Overview
The Director of Enterprise Sales will be responsible for developing and executing a strategic sales plan across the United States. This individual will drive net-new revenue growth, develop relationships with senior supply chain leaders, and build the sales foundation for future expansion.
The ideal candidate thrives in entrepreneurial environments, enjoys building from scratch, and has a proven ability to navigate complex enterprise sales cycles.
Key Responsibilities
Enterprise Business Development
- Build and execute territory and account growth strategies
- Prospect, qualify, and develop opportunities across enterprise shippers
- Manage the entire sales cycle from initial outreach through contract execution
- Develop relationships with VP and C-level stakeholders within supply chain, logistics, finance, and technology organizations
- Maintain a consistent enterprise pipeline and revenue forecast
Strategic Growth & Market Development
- Establish go-to-market processes and best practices
- Create repeatable sales motions and enterprise engagement strategies
- Develop channel and strategic partner relationships
- Collaborate closely with product, marketing, and executive leadership teams
- Contribute market intelligence and customer insights to influence product direction
Executive Stakeholder Management
- Engage senior leaders across Supply Chain, Logistics, Procurement, Finance, and IT
- Lead value-based discussions focused on ROI, operational efficiency, and business outcomes
- Present complex solutions to executive audiences and buying committees
Ideal Background
Candidates should possess:
- 7+ years of enterprise sales experience
- Track record of exceeding quota in SaaS, supply chain technology, logistics technology, transportation management, or related industries
- Experience managing complex, multi-stakeholder enterprise sales cycles
- Strong consultative selling and business case development skills
- Ability to operate independently in a high-growth environment
- Experience building pipeline through both strategic networking and outbound prospecting
Preferred Experience
Particular interest will be given to individuals with backgrounds in:
- Transportation Management Systems (TMS)
- Supply Chain Software
- Logistics Technology
- Freight Audit & Payment
- Visibility Platforms
- Managed Transportation Services
- AI-enabled Enterprise SaaS
Location
Remote within the United States with travel expectations of approximately 40-60% to support customer meetings, industry events, and business development activities.
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