Training Manager (Learning & Development)

Wheely is a European-founded luxury ride service designed for passengers who value exceptional service, discretion, and impeccable standards. Every journey is intentionally curated, from the presentation of the vehicle to the conduct of the chauffeur, to deliver a seamless, five-star experience.

Our chauffeurs are trained to hospitality and aviation-level standards, with a focus on consistency, attention to detail, and anticipation of guest needs. Wheely is trusted by global leaders, trendsetters, and frequent travelers who expect excellence as the default, not the exception.

As one of the founding members of Wheely’s New York launch team, this role is critical to our success in the market. You will be the face of Wheely to every chauffeur we partner with, responsible for setting and safeguarding our brand standards and service quality in New York — and shaping the future of Wheely’s service experience in the US and globally

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. This is a hands-on, zero-to-one leadership role, building the foundation of luxury service in one of the most demanding hospitality markets in the world.

This is a fantastic opportunity for hospitality professionals looking to transition into the tech sector. 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. These professionals thrive at Wheely by applying rigorous hospitality standards in a fast-moving, operationally focused setting. Our partnership with Forbes Travel Guide further reinforces our commitment to world-class training and service excellence.

This is not a traditional HR or classroom-only L&D role. 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

Training & Standards

• Own the end-to-end training of Wheely chauffeurs in NYC, ensuring a consistently flawless, five-star luxury experience.
• 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.

Quality & Performance

• 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.

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.
• 2+ years in a customer-facing luxury environment (e.g., five-star hospitality, premium aviation, private aviation, luxury services or retail).
• 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.
• Passion for luxury vehicles and a knowledge of their specifications is a plus

• Be a founding member of Wheely’s New York launch team.
• Own a mission-critical function with direct influence on brand perception.
• Help define the standard for luxury ground transportation in NYC.
• 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.
• Shape how Wheely’s service experience evolves in the US and globally.

• 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.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.