Enterprise Sales Director

Role Overview

This role is a high-impact enterprise sales position focused on driving growth within the transportation and logistics technology space. It involves leading complex, multi-stakeholder sales cycles with large enterprise customers across the freight ecosystem.

What You Will Do

Own the full sales lifecycle, from pipeline generation through close, while building trusted relationships with senior decision-makers across business, procurement, finance, and technology teams.

Why It Might Be a Fit

Ideal for a commercially driven sales leader who thrives in complex enterprise environments and wants to shape the future of freight technology.

Requirements

• 5+ years of enterprise B2B SaaS sales experience
• Proven experience selling into transportation, logistics, supply chain, or similarly complex operational environments
• Demonstrated success managing multi-stakeholder enterprise sales cycles and closing high-value contracts
• Strong understanding of enterprise sales methodologies
• Ability to engage and influence senior stakeholders across multiple business functions
• Experience consistently meeting or exceeding revenue quotas in a metrics-driven environment
• Strong commercial acumen
• Proven ability to operate with urgency, ownership, and resilience in fast-paced, ambiguous startup environments

Benefits

• Competitive compensation with meaningful equity ownership
• 100% employer-paid health, dental, and vision insurance
• Unlimited paid time off
• Company-wide winter holiday shutdown period in December
• Fully remote work environment with flexibility
• Regular team off-sites and in-person gatherings in destination locations
• Opportunity to shape and scale a high-growth AI-driven logistics platform
• Strong culture of ownership, autonomy, and impact