Overview:

• Start in bookings - grow into business development, operations, and tech leadership as we scale.
• You'll be our first hire-a high-impact, high-growth role with the opportunity to lead as we scale.
• Preferred Location: Greater Toronto Area or within the EDT/EST time zone (or nearby for easy overlap).

Hours: 4 hours/day, on-call between 9am-7pm. Weekend coverage is a plus, but not required - we're flexible.

• Ideally in EST/EDT timezone.

Compensation: CAD$22/hour, plus performance bonuses of up to $500, based on quality of work, reliability, and overall contribution.

About:

• We're building what will be a go-to platform for booking luxury excursions in the Caribbean (and eventually worldwide).
• Currently, our main focus is in boat and yacht experiences - but we'll soon expand into the other incredible offerings: safaris, heli-skiing, retreats & more.
• Currently growing at 200% year over year. Think Viator or Tripadvisor-but only with handpicked, vetted, and high-end experiences you can trust.

If the word 'luxury' excites you, you love high-growth startups, and you want to be part of creating something amazing - reach out.

Growth Path (Full-Time Potential)

• For the right person, this role is a launchpad into broader leadership across the company. As we grow, you'll have the opportunity to manage and drive high-impact initiatives, such as:
• Business Development: sourcing and onboarding new operators, expanding to new destinations, and building strategic, high-value partnerships
• Operations Management: optimizing booking systems, improving workflows, and overseeing day-to-day execution as the business scales
• Tech Enablement: implementing tools, automation, and AI to streamline ops and customer experience.

Core Responsibilities

• Ensures every guest inquiry turns into a seamless, well-coordinated booking - with personal care, speed, and accuracy.
• Answer all incoming calls during on-call hours with a polite, energetic, and professional tone.
• Coordinate and forward bookings to partner operators accurately and promptly.
• Deliver high-touch customer service, offering a warm, trusted point of contact throughout the guest experience.
• Track and flag booking issues proactively, and ensure partner follow-through.
• During non-call hours, support with business development, research, scheduling, and other high-impact operational tasks as needed.

Performance Expectations

• 100% call answer rate during on-call hours
• Consistent, relationship-focused customer experience
• Demonstrated experience fluency - deep knowledge of our offerings and partner details
• Ability to manage multiple inflows and task-switch quickly
• Incorporating AI into daily tasks reflexively is a core performance expectation

Essential Skills

• Intrinsic customer service mindset: you care about people and build relationships with them
• Sales & interpersonal skills: persuasive and trustworthy yet natural, with strong tonal control
• Strong on-the-spot decision making: adapts quickly to changing situations or last-minute changes
• Thinks clearly under pressure: calm in urgent moments, can prioritize and act fast
• Skilled at communicating with multiple parties at once - partners, customers, internal teams - and keeping everyone aligned
• Tech-savvy and AI-fluent - naturally integrates AI into daily workflows. Curious, self-driven, and always finding smarter, faster ways to work.

Interested? Or know someone who might be? Shoot us a message - we'd love to hear from you.