Guest Experience Supervisor, Brewster Transportation

At Pursuit, we offer more than just a place to visit, we create opportunities for our guests to truly connect with iconic destinations. Our experiences include world-class attractions and distinctive lodges, all designed to highlight the unique beauty of each location. Beyond that, we offer thoughtfully crafted restaurants, retail, and transportation services that help our guests immerse themselves fully in the experience.

What ties it all together are the friendly faces you’ll find along the way, the thoughtful amenities, and the delightful details that make every visit feel personal and unforgettable.

This is a full-time role, year-round opportunity.
Staff accommodation is available.

The Guest Experience Supervisor plays a key leadership role in delivering exceptional guest and employee experiences across Transportation operations. This role is responsible for the daily coordination of guest service operations, leading frontline teams, and ensuring all service, safety, and operational standards are consistently met or exceeded.

As an on-the-floor leader, the Supervisor supports recruitment, onboarding, coaching, and performance management of Guest Experience team members. This role works closely with the Guest Experience Manager and cross-functional leaders to deliver seamless, integrated service across all locations.

• Lead, coach, and support the Guest Experience team to deliver engaging, professional, and memorable guest interactions
• Recruit, onboard, train, and evaluate team members, ensuring alignment with company values, service standards, and brand expectations
• Foster a positive, inclusive, and high-performing team culture through ongoing coaching, recognition, and engagement initiatives
• Act as the on-the-floor leader and Manager-on-Duty as required, ensuring smooth daily operations and strong team performance
• Coordinate daily operations across Brewster Transportation, working collaboratively with leadership and cross-functional teams
• Deliver exceptional guest experiences by upholding service standards, responding to feedback, and resolving concerns promptly and professionally
• Serve as the escalation point for guest service issues, ensuring effective resolution, follow-up, and continuous improvement
• Manage staffing levels, scheduling, and labour allocation in alignment with operational demand and financial targets
• Monitor team performance against service and sales goals, providing coaching and adjusting priorities as needed
• Deliver and enhance training programs to ensure strong product knowledge, operational understanding, and service consistency
• Maintain clear, professional communication with team members and leadership, including operational updates and performance insights
• Ensure accurate cash handling practices, including POS use, reconciliations, and compliance with audit and security standards
• Maintain key documentation, including training records, SOPs, and operational resources to support consistency and continuous improvement
• Promote and enforce health, safety, and compliance standards to maintain a safe environment for guests and employees
• Build and maintain strong relationships with internal teams, affiliates, and external partners to support seamless operations
• Support employee experience initiatives, including team events, uniform coordination, and internal programs
• Identify opportunities for operational improvement and implement solutions to enhance efficiency, quality, and guest experience
• Maintain a visible presence across operating locations and step into frontline roles as needed to support the business

• Proven experience in customer-focused roles within hospitality, tourism, or customer service industries.
• Demonstrated ability to lead and motivate teams of up to 40 individuals, fostering a positive and high-performing environment.
• Strong problem‑solving and critical thinking skills, with the ability to adapt to changing circumstances and work across various locations.
• Exceptional communication, collaboration, and organizational skills to support seamless operations.
• Hands‑on experience with budget management, cash handling, merchandising, and scheduling.
• Pass…