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Field Operations Trainer

Job in Ann Arbor, Washtenaw County, Michigan, 48113, USA
Listing for: Wheel the World
Full Time position
Listed on 2026-07-16
Job specializations:
  • Transportation
Salary/Wage Range or Industry Benchmark: 50000 - 70000 USD Yearly USD 50000.00 70000.00 YEAR
Job Description & How to Apply Below

May Mobility is transforming cities through autonomous technology to create a safer, greener, and more accessible world. Based in Ann Arbor, Michigan, May develops and deploys autonomous vehicles powered by our innovative Multi-Policy Decision Making (MPDM) technology that literally reimagines the way AVs think.

Our vehicles provide value to communities, bridge public transit gaps and move people where they need to go safely, easily, and with more fun. We’re building the world’s best autonomy system to reimagine transit by minimizing congestion, expanding access and encouraging better land use in order to foster more green, vibrant and livable spaces. Since our founding in 2017, we’ve given more than 500,000 autonomous rides to real people around the globe.

We’re just getting started. We’re hiring people who share our passion for building the future, today, solving real-world problems and seeing the impact of their work. Join us.

Job Summary

May Mobility is entering into an exciting phase of growth as we expand our first-of-its-kind autonomous vehicle and mobility services across the nation. As our fleets continue to grow both in numbers and technological capability, we are looking for a Field Operations Trainer to deliver hands‑on, in‑vehicle training to our Autonomous Vehicle Operators and Test Drivers at sites across the country.

This role will report directly to our Field Operations Training Manager and will spend the vast majority of the time on the road, embedded with site operations teams during launches and ongoing support visits.

  • Become an expert at operating May vehicles — know how they work and how to drive them safely — while occasionally driving research vehicles for training purposes.
  • Deliver standardized Autonomous Vehicle Operator training programs at site operations across the country, including classroom instruction and behind‑the‑wheel sessions.
  • Conduct on‑route ride‑alongs, evaluations, and safety check‑offs to certify new operators before they begin revenue service.
  • Provide one‑on‑one coaching, feedback, and refresher training to reinforce safe operating procedures and customer service best practices for riders.
  • Travel to new launch sites and existing site operations to support operator training, typically in 2–3 week deployments.
  • Document trainee progress, certification results and field observations and report back to the Field Operations Training Manager.
  • Follow standardized training procedures and materials consistently across sites; flag improvement ideas to the Training Manager rather than altering programs in the field.
Skills and Abilities

Success in this role typically requires the following competencies:

  • Flexibility and adaptability, able to maintain focus on the day's training goals despite changing site conditions, weather, and schedules
  • Comfort navigating and learning new roads, neighborhoods, and service areas quickly
  • Strong communication, able to clearly explain procedures and give in‑the‑moment coaching
  • Technical savviness — comfortable with computers, tablets, mobile apps, and learning new vehicle and software systems
  • Travel proficiency — comfortable living out of a suitcase for weeks at a time
  • Ability to travel 2–3 weeks at a time to field offices, up to 95% of the year
Qualifications and Experience

Candidates most successful in this role typically hold the following qualifications or comparable knowledge or experience:

Required

  • Associate's Degree or equivalent relevant work experience
  • Outstanding verbal and written communication skills across multiple platforms
  • Ability to work effectively with team members at all levels of the organization
  • Valid driver's license and clean driving record for at least 3 years
  • Comfortable using documents, spreadsheets, presentations, mobile apps, and learning new digital tools
  • Demonstrated ability to follow process consistently and approach problems in a methodical manner
  • Prior experience training, coaching, or mentoring others (formal or informal — fleet, transit, hospitality, retail, military, etc.)
  • Experience as a professional driver, fleet driver, transit operator, CDL holder, or driving instructor
  • Exposure to the autonomous vehicle, robotics,…
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