Descartes Unites the People and Technology that Move the World
The need for efficient, secure, and agile supply chains and logistics operations has become ever more critical and complex. By combining innovative technology, powerful trade intelligence and the reach of our network, Descartes helps get goods, information, transportation assets, and people where they’re needed, when they’re needed.

We’re one of the most broadly deployed logistics and supply chain technology companies in the world. More than 22,000 customers around the globe use our cloud-based solutions to transform the way they move inventory and information to enhance productivity, better serve customers, thrive competitively, keep pace with evolving regulations, and respond to rapidly changing market conditions. Descartes is publicly traded (Nasdaq:DSGX, TSX:DSG) with headquarters in Waterloo, Ontario, Canada, and offices and partners around the world. With record financial performance for more than 16 years, we lead the industry in innovation investment. Every day, logistics service providers, manufacturers, retailers, distributors, and other logistics-intensive businesses of all sizes rely on our scale, stability, and comprehensive solution footprint to move what’s most key to them. Learn more at

Lead Trainer – Train-the-Trainer Program (On-Call Independent Contractor)

Locations hired for: Nationwide (Travel Throughout the Continental United States)- Seattle, WA / Oregon / Northern California, Idaho / Utah / Wyoming, Albuquerque, NM, Lubbock / Northern Texas, St. Louis, MO, Memphis, TN / Jackson, MS, Tallahassee / Jacksonville, FL, Lexington / Louisville, KY, Roanoke / Richmond, VA, Syracuse, NY, Philadelphia, PA

Engagement Type:



On-Call Independent Contractor

Mission

Help build safer, more capable transportation organizations by developing the next generation of driver trainers. As a Lead Trainer, you will deliver high-quality Train-the-Trainer certification programs that equip instructors with the knowledge, coaching skills, and practical driving expertise needed to consistently train professional drivers to the highest safety standards.

Outcomes – What Success Looks Like

1. Deliver engaging classroom and practical Train-the-Trainer certification programs that consistently meet Descartes training standards and receive positive participant feedback.
2. Certify qualified trainer candidates by objectively evaluating classroom, behind-the‑wheel, and closed‑course performance while maintaining consistent assessment standards.
3. Ensure 100% completion and accuracy of all required training records, participant documentation, liability waivers, and certification results following each training event.
4. Maintain a safe learning environment by demonstrating and enforcing professional driving, backing, parking, and defensive driving practices throughout all classroom and field exercises.
5. Travel to assigned training locations and independently manage training logistics, rental vehicles, materials,



and expense reporting in accordance with company requirements.
6. Represent Descartes professionally by delivering a consistent learning experience that reflects our commitment to safety, operational excellence, and customer service.

Skills & Competencies – How the Work Gets Done

Technical Expertise

- Experience delivering commercial driver, transportation safety, or fleet operations training.
- Strong classroom facilitation and presentation skills using PowerPoint, Google Slides, or similar presentation tools.
- Ability to coach and develop adult learners through both classroom instruction and hands‑on practical exercises.
- Strong knowledge of:
- Skilled driving techniques
- Professional parking and backing techniques
- Defensive driving principles
- DOT regulations
- CSA compliance
- Coaching and leadership principles

- Experience conducting behind‑the‑wheel evaluations on public roadways.
- Ability to safely demonstrate and evaluate backing maneuvers and cone‑based obstacle courses including serpentine, offset alley backing, dock backing, and other prescribed exercises.
- Strong documentation, organization, and administrative skills with the ability to accurately maintain electronic training records.
- Comfortable using Microsoft Office, Google Workspace, and company training applications.

Professional Requirements

- Minimum two years of experience in commercial driver training, transportation safety, fleet operations, or a related field.
- Valid driver’s license with an acceptable driving record.
- Ability to travel extensively throughout the Continental United States.
- Ability to independentl

📌 On-Call Independent Contractor- Trainer (London)
🏢 The Descartes Systems Group
📍 London