Waabi

Director, Fleet Solutions

Waabi • $212K — $260K *
US-Anywhere
+ 2 other locationsRemote
Transportation
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in trucking or logistics, particularly in fleet operations or OEM sales engineering.
  • Direct experience with the Class 8 equipment lifecycle: buying, selling, or leasing.
  • Proven ability to create and present quantitative value propositions to senior executives.
  • Advanced quantitative modeling skills for utilization in coding environments.
  • Preferably experienced with autonomous vehicles or fleet technology.
  • Strong executive presence, storytelling abilities, and presentation skills.
  • Demonstrated integrity and judgment under commercial pressure, maintaining timelines and technological feasibility.
  • Ability to navigate ambiguity in early-stage commercial environments.

Responsibilities

  • Establish yourself as an SME in truck purchasing and selling by engaging with customers about fleet purchases.
  • Develop and present customer-specific value propositions to executives at carriers and shippers.
  • Analyze total cost of ownership at a granular level, including lifecycle costs and operational impacts of autonomy.
  • Gain insights into customers' supply chains and propose tailored operational solutions.
  • Collaborate with Commercial sales to conduct demos and manage customer engagement sessions.
  • Design the commercial framework for pilot programs in collaboration with sales, product, and finance teams.
  • Utilize AI tools to create and enhance analysis pipelines and deliverables in a collaborative codebase.
  • Create scalable frameworks for customer analysis to improve efficiency and speed in engagements.

Benefits

  • Competitive compensation and equity awards.
  • Comprehensive health and wellness benefits including medical, dental, and vision.
  • Unlimited vacation policy to promote work-life balance.
  • Flexible working hours and options for remote work.
  • Daily provision of drinks, snacks, and meals when working in the office.
  • Regular team-building activities and social events, in-office and virtually.
  • Growing list of perks as the company evolves.
Full Job Description
You will...

  • Solidify yourself as a truck purchasing/selling SME. Meet with customers evaluating fleet purchases and talk shop from a position of real experience with the nuances of the buying process.
  • Own customer value cases. Build value propositions grounded in the customer's actual network and freight data (lane economics, fleet sizing, utilization) and present them to VP/C-level audiences at carriers, shippers, and private fleets.
  • Speak TCO at the line-item level. Tractor lifecycle, depreciation and residuals, driver cost structures, fuel, insurance, maintenance, empty miles, cost-per-mile vs. cost-of-ownership - and clearly articulate the cost impact of autonomy against the customer's current operating reality.
  • Hold your own in operational discussions. Responsible for quickly comprehending customer's supply chains, pain points and areas of opportunity. Propose solutions that fit within their desired operating model
  • Support customer hosting. Partner with your Commercial sales counterpart to run demos, on-sites, and multi-day working sessions as the face of the solutions engagement, owning both the room and the agenda.
  • Shape the commercial constructs behind a pilot. Work with Sales, Product, and Finance on the structures behind a signed pilot, and with Operations on what can actually be committed and when.
  • Build with AI tooling. Use Claude Code / Codex daily to build and extend analysis pipelines, models, and customer deliverables in a shared codebase.
  • Scale the playbook. Turn one-off analyses into repeatable frameworks so each new customer engagement is faster than the last. As the team grows, help shape it - mentoring future hires and building out the function


Qualifications

Required:
  • 10+ years in trucking or logistics, with deep exposure to fleet operations or truck OEMs - carrier network and pricing leadership, fleet management, or OEM vocational/TCO sales engineering (or a comparable path).
  • Direct experience in the Class 8 equipment lifecycle - buying, selling, or leasing.
  • A demonstrated record of building and presenting quantitative value propositions and business cases to senior executives.
  • Strong quantitative modeling skills, with the ability to apply them inside an agentic coding environment.
  • Autonomous vehicle or fleet-tech exposure strongly preferred.
  • Executive presence - sharp storytelling, strong deck craft, and the judgment to know what belongs on a slide and what doesn't.
  • Integrity under commercial pressure - holds the line on what the technology and the timeline can and cannot support.
  • Comfort operating in ambiguity - early-commercial-stage motion, evolving pricing, no established playbook.


Bonus / Nice to have:

  • Experience with freight data - TMS extracts, rate benchmarks (e.g., DAT), network optimization.
  • Working, current fluency with AI coding agents (Claude Code, Codex, or equivalent).
  • Prior experience in consulting or solutions engineering.


The US yearly salary range for this role is: $212,000 - $260,000 USD in addition to competitive perks & benefits. Waabi US Inc.'s yearly salary ranges are determined based on several factors in accordance with the Company's compensation practices. Note: The Company provides additional compensation for employees in this role, including equity incentive awards and an annual performance bonus.

Perks & Benefits

  • Competitive compensation and equity awards.
  • Health and Wellness benefits encompassing Medical, Dental and Vision coverage (for full-time employees only).
  • Unlimited Vacation.
  • Flexible hours and Work from Home support.
  • Daily drinks, snacks and catered meals (when in office).
  • Regularly scheduled team building activities and social events both on-site, off-site & virtually.
  • As we grow, this list continues to evolve!

About Waabi

Waabi is an artificial intelligence company that develops self-driving car technology. The company's focus is on developing a system that can safely and efficiently navigate complex urban environments. Waabi's technology is based on deep learning algorithms that allow the system to learn from experience and improve over time. The company was founded in 2021 by a team of experts in the field of autonomous vehicles and is headquartered in San Francisco, California.
Learn more about Waabi
Size
50 employees
Industry
Founded
2021
NASDAQ

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