Director, Fleet Solutions

The role

You will act as the truck purchasing and selling expert for customers evaluating fleet purchases. You will build value cases from customer data and present them to executives, and help run demos and pilot engagements for autonomous trucking.

What you will do

• Meet with customers evaluating fleet purchases as a truck purchasing and selling expert.
• Build value propositions from the customer's network and freight data.
• Present value cases to VP and C-level audiences at carriers, shippers and private fleets.
• Analyze total cost of ownership at line-item level and show the cost impact of autonomy.
• Learn customer supply chains and pain points, and propose solutions that fit their operating model.
• Run demos, on-sites and multi-day working sessions with sales counterparts.
• Work with Sales, Product and Finance on the structures behind a signed pilot.
• Use AI coding tools daily to build analysis pipelines, models and customer deliverables.
• Turn one-off analyses into repeatable frameworks.
• Mentor future hires and help build out the function as the team grows.

Required qualifications

• 10+ years in trucking or logistics, with deep exposure to fleet operations or truck OEMs (or a comparable path).
• Direct experience in the Class 8 equipment lifecycle: buying, selling or leasing.
• A record of building and presenting quantitative value propositions and business cases to senior executives.
• Strong quantitative modeling skills, applied inside an agentic coding environment.
• Executive presence, sharp storytelling and strong deck craft.
• Integrity under commercial pressure.
• Comfort operating in ambiguity in an early-commercial-stage motion.

Nice to have

• Autonomous vehicle or fleet-tech exposure.
• Experience with freight data such as TMS extracts, rate benchmarks and network optimization.
• Current fluency with AI coding agents such as Claude Code or Codex.
• Prior experience in consulting or solutions engineering.

Benefits

• Competitive compensation and equity awards.
• Medical, dental and vision coverage (full-time employees only).
• Unlimited vacation.
• Flexible hours and work-from-home support.
• Daily drinks, snacks and catered meals when in office.
• Regular team building activities and social events, on-site, off-site and virtual.

Before you apply

• Waabi US Inc. salary range applies to US roles as stated in the posting.

About the company

Waabi, founded by Raquel Urtasun, works on Physical AI for autonomous transportation, including commercial autonomous trucks and robotaxis. It has offices in Toronto, San Francisco, Dallas and Pittsburgh.