Enterprise Sales VP AI-Driven SaaS | Transportation Tech ($400K+ OTE)

Our client is a well-funded, Pre-IPO leader in AI-powered SaaS solutions for Fleet and Transportation Management. Recognized as a Unicorn, a Forbes Cloud 100 company, and a Forbes Best Startup Employer, they are revolutionizing the logistics industry with cutting-edge technology that enhances efficiency, optimizes costs, and streamlines transportation operations.

About the Role

As Regional Vice President, Enterprise East Sales, you will lead a high-performing team of Regional Directors and Account Executives, driving growth and securing enterprise-level deals in the Mid-Atlantic, Northeast, and Southeast regions. This is a strategic leadership role, responsible for expanding market share, achieving revenue targets, and ensuring best-in-class sales execution.

Key Responsibilities

• Lead and mentor Regional Directors and AEs to drive sales success with enterprise clients.

• Develop and execute a comprehensive sales strategy to exceed annual contract value (ACV) targets.

• Manage and track key performance indicators (KPIs) to ensure pipeline health and forecast accuracy.

• Collaborate cross-functionally with internal teams, including marketing, product, and sales enablement, to align go-to-market strategies.

• Foster a high-performance, results-driven team culture that values accountability and continuous improvement.

• Ensure effective utilization of CRM (Salesforce preferred) and sales tools for optimal pipeline management.

Qualifications

• 5+ years of experience leading enterprise SaaS sales teams, preferably within Transportation, TMS, or Trucking industries.

• 7+ years of enterprise-level sales management experience, with a track record of exceeding revenue goals.

• Strong leadership and coaching skills, with a focus on strategic execution and performance management.

• Expertise in managing complex sales cycles and high-value contract negotiations.

• Proficiency in CRM tools (Salesforce preferred) and sales enablement platforms.

• Must be based in the Eastern U.S. and open to 30% travel across the region.

Compensation & Benefits

• Base Salary: $180,000 – $200,000

• Total Compensation at Plan: $360,000 – $400,000 OTE

• Equity/Stock Options

• Car Allowance

• Comprehensive health, dental, and vision benefits

• 401(k) with company match

• Generous PTO and flexible work environment

Why Join?

• Work for an industry-disrupting AI SaaS leader on the path to IPO.

• Lead and scale a high-impact team within a high-growth environment.

• Competitive compensation package with significant earning potential.

• Opportunity to shape the future of transportation technology.

Ready to take the next step in your career? Apply now to be part of a company redefining the future of transportation management!