Training Specialist - Fleet Specialist

Job Description

Job Description

Waabi, founded by AI visionary Raquel Urtasun, is the leader in Physical AI. With a world-class team, we're unlocking the next era of autonomous transportation with technology that's powering commercial autonomous trucks and robotaxis. Waabi is backed by and partners with world leaders in AI, automotive, logistics, and deep tech.

With offices in Toronto, San Francisco, Dallas, and Pittsburgh, Waabi is growing quickly and looking for diverse, innovative and collaborative candidates who want to impact the world in a positive way. To learn more visit:

As a member of Waabi’s Training and Compliance Team, you’ll be the primary hands-on trainer and subject matter expert responsible for developing our Fleet Specialist (FS) workforce—the team that keeps our autonomous trucks running safely and efficiently in the field. Drawing on your own experience as a Fleet Specialist, you will deliver the technical curriculum that builds FS proficiency in vehicle systems, hardware and software interfaces, troubleshooting procedures, Platform Shakeout Tests, and Mixed Reality Training scenarios. With cutting-edge autonomous technology and an uncompromising commitment to safety, we’re shaping the future of autonomous trucking, and we need technically sharp, experienced professionals like you to ensure every Fleet Specialist is fully certified and operationally ready before they ever support a live deployment.

You will…

• Directly conduct new-hire onboarding for Fleet Specialists, executing the full training curriculum from classroom instruction through field certification.
• Deliver structured instruction across all VO and  FS phases.
• Participate in VO and FS training ridealongs as a Fleet Specialist resource, providing trainees with real-time context on vehicle systems, operational support responsibilities, and FS-VO coordination in the field.
• Guide FS trainees to meet all defined proficiency thresholds.
• Serve as the primary technical instructor for autonomous vehicle systems, onboard hardware, software interfaces, diagnostic tools, and fleet support procedures used by Fleet Specialists.
• Deliver and assess Platform Shakeout Test (PST) training and Mixed Reality Training (MRT) modules, ensuring all FSs can execute these procedures accurately, independently, and safely.
• Execute the continuous learning framework by delivering refresher training and recertification following new SOPs, truck upfits, software updates, and feature releases.
• Act as a key liaison between the Training Manager and Dispatch (FS Supervisors) to ensure engineering-driven changes are translated into clear, executable field instruction.
• Utilize the Daily Training Tracker and Jira update processes to formally log and monitor FS trainee progress and ongoing development activities.
• Mentor high-performing Fleet Specialists through the Senior FS Trainer (Train-the-Trainer) program and support delivery of the Demo Readiness Certification.

Qualifications:

• Minimum of 3+ years of direct experience as a Fleet Specialist or in a technically equivalent field operations role supporting autonomous or Class 8 vehicles.
• Strong technical aptitude with hands-on experience diagnosing, troubleshooting, and operating autonomous vehicle systems, onboard hardware, and software interfaces.
• Demonstrated familiarity with fleet support procedures including Platform Shakeout Tests, Mixed Reality Training scenarios, and pre/post-trip inspection protocols.
• Demonstrated ability to deliver structured, safety-critical training and conduct performance assessments in a hands-on field environment.
• Strong interpersonal and communication skills with the ability to translate complex technical concepts into clear, actionable instruction for trainees at all experience levels.
• Strong organizational skills and meticulous attention to detail, including consistent and accurate record-keeping in LMS or tracking systems.
• Passion for self-driving technologies, solving hard problems, and building a culture of safety and operational excellence.
• Occasional travel to other operational sites may be required.

Bonus:

• Experience with Learning Management Systems (LMS) and training record administration.
• Prior experience delivering formal training, coaching, or mentorship to peers or new hires in a technical field operations environment.
• Experience as a certified trainer or assessor, including participation in a Train-the-Trainer or similar instructor certification program.
• Familiarity with Jira, dispatch systems, or fleet management software used in autonomous trucking operations.

Perks/Benefits:

Waabi provides a competitive benefits package that includes:

- Competitive compensation and equity awards.

- Health and wellness benefits encompassing Medical, Dental, and Vision coverage 

- Paid parental, medical and family care leave.

- Generous PTO Policy.

- Retirement savings plans including 401(k) or RRSP options.

- Health savings account contribution options.

- Daily drinks, snacks, and catered meals (when in office).

- Regularly scheduled team building activities and social events both on-site, off-site & virtually.

- Additional benefits are offered and tailored to specific country locations. 

- As we grow, this list continues to evolve! 

Waabi is a technology start-up building technologies to transform the way the world moves. Join our talented team to be a part of the future and to make an impact!

Waabi is an equal opportunity employer. We celebrate diversity and are committed to creating a supportive, inclusive, and accessible workplace for all our employees. We seek applicants of all backgrounds and identities, across race, color, ethnicity, national origin or ancestry, age, citizenship, religion, sex, sexual orientation, gender identity or expression, military or veteran status, marital status, pregnancy or parental status, caregiver status, disability, or any other characteristic protected by law. We make workplace accommodations for qualified individuals with disabilities as required by applicable law. If reasonable accommodation is needed to participate in the job application or interview process please let our recruiting team know.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.