US Trainer

Wheely • New York, NY

1d • $90,000 - $110,000

About The Position

Wheely is hiring a US Trainer to own and protect the quality of its chauffeur service across the United States. The role works closely with local operations teams and global headquarters to design, deliver, and continuously refine training for the chauffeur fleet. It involves hands-on ownership of chauffeur training, assessments, and service quality, helping uphold Wheely’s five-star luxury standards as the business grows.

This is an operations-embedded role rather than a traditional HR or classroom-only learning and development position. The trainer works directly with chauffeurs, assesses real-world performance, and intervenes when standards are not met. The role suits hospitality professionals moving into the technology sector, combining luxury-service expertise with a practical operational approach and more regular hours. Wheely draws on practices from five-star hospitality, premium airlines, and private aviation, and partners with Forbes Travel Guide on training and service excellence.

Requirements

• At least 3 years of experience delivering high-quality group or classroom training to experienced professionals.
• At least 2 years of experience in a customer-facing luxury environment, such as five-star hospitality, premium or private aviation, luxury services, or retail.
• Ability to coach, influence, and challenge others while maintaining trust and credibility.
• A hands-on approach to training and the ability to work directly with individuals to improve performance.
• Personal commitment to high standards, consistency, discipline, and attention to detail.
• Authorisation to work in the United States without visa sponsorship, now or in the future.

Nice To Haves

• Passion for luxury vehicles and knowledge of their specifications.

Responsibilities

• Own the end-to-end training of Wheely chauffeurs to ensure a consistently flawless, five-star luxury experience.
• Deliver engaging, practical training to experienced professionals.
• Adapt and localise global training content to meet local market needs while maintaining brand consistency.
• Build and maintain a feedback loop between training, quality, operations, and customer support.
• Partner with peers in other regions to share best practices and raise global service standards.
• Protect Wheely’s luxury positioning and maintain consistently high service quality as the business grows.
• Assess chauffeurs’ real-world performance and intervene when service standards are not met.

Benefits

• Base salary of $90,000–$110,000 per year, plus equity in a high-growth startup.
• Comprehensive benefits package, including health coverage and other benefits designed to support wellbeing.
• Monthly credit for journeys with Wheely.
• Professional development support, including subsidies for relevant training and learning.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed