• As NYC Lead Trainer, you will own and protect the quality of Wheely’s service in New York from day one
• Reporting directly to the General Manager and working closely with our global HQ, you will design, deliver, and continuously refine training and quality standards for our chauffeur fleet
• You will enjoy more regular hours without losing the fast-paced, luxury service style way of working
• In this role, you will own and oversee all aspects of Training & Quality for the market, shaping and elevating the standard of luxury service at Wheely
• We regularly recruit experienced leaders from five-star hospitality brands such as Four Seasons and Jumeirah, as well as from first-class airline and private aviation environments, including Emirates
• You will be deeply embedded in operations, working directly with chauffeurs, reviewing real journeys, responding to passenger feedback, and intervening where standards are not met
• Your work will define how Wheely feels to passengers as the business scales
• Deliver engaging, authoritative, and practical training to experienced professionals from hospitality, aviation, and service backgrounds
• Adapt and localize Wheely’s global training content for the NYC market while maintaining brand consistency
• Monitor passenger feedback and service metrics, identifying trends and acting decisively to protect service quality
• Conduct mystery shops and structured assessments against Wheely standards
• Deliver clear, direct, and constructive feedback that drives measurable performance improvement
• Lead investigations into service incidents, with fairness, discretion, and urgency, producing clear recommendations and outcomes
• Continuous Improvement
• Build and maintain a tight feedback loop between training, quality, operations, and customer support
• Use qualitative insight and data to refine training programs and quality interventions
• Partner with peers in other regions to share best practices and raise global service standards
• Act as the guardian of Wheely’s luxury positioning in NYC as the fleet grows
• Wheely values in-person collaboration while offering flexibility when needed

In most cases, we expect team members to be in the office at least four days a week

• Own the end-to-end training of Wheely chauffeurs in NYC, ensuring a consistently flawless, five-star luxury experience
• You are someone who takes personal pride in standards and believes luxury is delivered through consistency, discipline, and attention to detail
• 3+ years of experience delivering high-quality group or classroom training to experienced professionals
• Proven ability to coach, influence, and challenge others while maintaining trust and credibility
• Experience operating in environments where service quality is measured, audited, and non-negotiable

Own a mission-critical function with direct influence on brand perception

2+ years in a customer-facing luxury environment (e.g., five-star hospitality, premium aviation, private aviation, luxury services or retail)

• Bring five-star hospitality principles into a fast-growing, tech-enabled business
• Enjoy a more structured schedule than traditional hospitality, without losing pace or prestige
• 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 your wellbeing
• Monthly credit for journeys with Wheely, allowing you to experience our service as a passenger and stay closely connected to the product
• Professional development support, including subsidies for relevant training and learning

A New York based, predominantly in-person role