THIS ROLE IS WEEKENDS ONLY
Overview:Start in bookings — with the potential to grow into full-time reservations & expanded roles as we scale.You'll be our second hire—a high-impact, high-growth role with the opportunity to lead as we scale.
Preferred Location: Toronto, Canada
Hours: On call on weekends from EDT 8:30am-6:00pm (Saturday & Sunday)Ideally in EST/EDT timezone.
Compensation: CAD$27/hour, plus performance bonuses of up to $1000, based on quality of work, reliability, and overall contribution.
✅ Apply If: You're fully fluent in English and communicate clearly and confidently on calls (you have an amazing voice for calls) You're available to work 8:30 AM – 6 PM EST on weekends (or your timezone allows it)You're naturally enthusiastic and engaging when speaking with guestsYou have very strong attention to detail — excellent grammar, spelling, and accuracyYou have experience speaking directly with customers or clients (phone, in-person, or live chat)
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.
Growth PathThis role begins as weekend coverage, but as our business scales there may be opportunities to grow into expanded positions such as full-time (weekday) reservations, or other leadership roles within the company.
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.
Essential Skills:Exceptional attention to detail — accurate, thorough, and preciseHighly organized — keeps tasks, messages, and follow-ups in perfect orderWarm, energetic and enthusiastic phone voice that guests immediately trustClear, polished communicator — excellent grammar, spelling, and verbal delivery (no typos)Fast and fluent with technology — quick to learn tools, apps, and shortcutsCalm under pressure — thinks clearly and acts decisively in urgent momentsSkilled at communicating with multiple parties at once — partners, customers, internal teams — and keeping everyone aligned.
Interested? Or know someone who might be? Shoot us a message — we'd love to hear from you.
THIS ROLE IS WEEKENDS ONLY
Overview:Start in bookings — with the potential to grow into full-time reservations & expanded roles as we scale.You'll be our second hire—a high-impact, high-growth role with the opportunity to lead as we scale.
Preferred Location: Toronto, Canada
Hours: On call on weekends from EDT 8:30am-6:00pm (Saturday & Sunday)Ideally in EST/EDT timezone.
Compensation: CAD$27/hour, plus performance bonuses of up to $1000, based on quality of work, reliability, and overall contribution.
✅ Apply If: You're fully fluent in English and communicate clearly and confidently on calls (you have an amazing voice for calls) You're available to work 8:30 AM – 6 PM EST on weekends (or your timezone allows it)You're naturally enthusiastic and engaging when speaking with guestsYou have very strong attention to detail — excellent grammar, spelling, and accuracyYou have experience speaking directly with customers or clients (phone, in-person, or live chat)
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.
Growth PathThis role begins as weekend coverage, but as our business scales there may be opportunities to grow into expanded positions such as full-time (weekday) reservations, or other leadership roles within the company.
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.
Essential Skills:Exceptional attention to detail — accurate, thorough, and preciseHighly organized — keeps tasks, messages, and follow-ups in perfect orderWarm, energetic and enthusiastic phone voice that guests immediately trustClear, polished communicator — excellent grammar, spelling, and verbal delivery (no typos)Fast and fluent with technology — quick to learn tools, apps, and shortcutsCalm under pressure — thinks clearly and acts decisively in urgent momentsSkilled at communicating with multiple parties at once — partners, customers, internal teams — and keeping everyone aligned.
Interested? Or know someone who might be? Shoot us a message — we'd love to hear from you.
