Canada jobs in Remote

Patagonia Sales Specialist

Salary: CAD $55,000 - $59,500 base + uncapped bonus. OTE $66,000 - $71,000+ (with strong performers exceeding this)

(Paid in GBP and converted to CAD)

Location: Canada - Remote

Hours: Full Time.

About Swoop

We are a global community of over 100 adventure travel enthusiasts - ex-guides, avid travellers, and those with an adventurous spirit - spanning five continents. Since 2010, we’ve helped more than 15,000 people experience the trip of a lifetime in Antarctica, Patagonia and the Arctic. Our success is rooted in our intimate knowledge of these incredible regions, our deep care for their preservation, our commitment, as a B Corp, to doing what’s right for people and the planet and, above all, our connectedness as a global team.

About the role

We’re looking for someone who has done this role before — a proven high-performer in tailor-made adventure travel sales, who knows what it takes to guide high-intent travellers through complex decision-making and close high-value bookings.

We’re expanding our global sales team and are particularly excited to connect with candidates based in Canada, where a strong culture of adventure travel and outbound exploration makes this a key market for Swoop.

Ideally, you’ve sold Patagonia trips before with knowledge of one or more of the following regions - Aysen, Los Glaciares, Chilean Lakes, Tierra del Fuego or Torres del Paine. We’ll also consider candidates with a strong track record selling similar remote, multi-stop adventure destinations (e.g., Andes, Himalayas, Alaska), who can demonstrate the ability to quickly become a Patagonia Specialist.

This is a fast-paced, target-driven role requiring resilience, adaptability, and a proactive approach to business development. Alongside handling inbound enquiries, you’ll identify and nurture opportunities, reinforce sales through compelling written communication, and remain calm and focused under pressure.

Key responsibilities

• Manage the full sales cycle for tailor-made Patagonia expeditions — from initial enquiry through discovery, proposal, follow-up, and conversion
• Consistently exceed individual sales targets by closing complex, high-value bookings with confidence and precision, with the opportunity to significantly increase earnings through performance
• Design bespoke itineraries tailored to customer needs, drawing on deep destination knowledge and a consultative sales approach
• Proactively generate new business, identifying and pursuing sales opportunities beyond inbound enquiries
• Build strong customer relationships, creating trust through active listening, empathy, and expert guidance throughout the booking journey
• Craft compelling written proposals and follow-ups that reinforce value and drive conversion
• Maintain accurate sales records and manage pipelines using CRM tools and booking platforms
• Collaborate cross-functionally with Customer Experience, Product, and Marketing teams to deliver outstanding pre- and post-sale service
• Stay up to date on Pagaonia products and experiences, including itineraries, operators, and seasonal trends
• Understand and embody Swoop’s four sustainability priorities and embed in your day-to-day responsibilities, decision making, and collaboration

About you

Core experience & skills:

• You’re a proven high-performer in luxury or tailor-made travel sales, with a strong track record of exceeding ambitious targets.
• You have direct experience selling Patagonia trips with knowledge of regions such as Aysen, Los Glaciares, Chilean Lakes, Tierra del Fuego or Torres del Paine; alternatively, you have a strong track record selling similar remote, multi-stop adventure destinations (e.g., Andes, Himalayas, Alaska).
• You have expertise in managing the full sales cycle, from discovery and bespoke itinerary design through to proposal, follow-up, and conversion.
• You demonstrate a proactive approach to business development, actively identifying opportunities beyond inbound leads, and possess the resilience to perform under pressure.1
• You are a clear and persuasive communicator, able to reinforce sales through compelling written communication.

What will help you thrive:

• You thrive in a fast-paced, target-driven environment and are motivated by both individual success and team impact
• You’re resilient and self-motivated, bouncing back from setbacks and staying committed to delivering exceptional service
• You’re commercially sharp and customer-first, always balancing conversion with long-term value and trust
• You take a consultative, empathetic approach to selling, guiding customers through complex, high-value decisions
• You’re confident designing and selling bespoke, multi-component itineraries to remote or experiential destinations.
• You’re naturally proactive in business development, actively identifying and nurturing opportunities rather than waiting for inbound leads
• You’re a clear and persuasive communicator, both on the phone and in written proposals or follow-ups
• You’re organised, tech-savvy, and comfortable managing pipelines using CRM systems and booking platforms
• You value collaboration and integrity, and align with Swoop’s values of sustainability, adventure, and exceptional service
• You may have first-hand experience of Patagonia — or you’re ready to specialise in this extraordinary part of the world

Employment details

Salary & Compensation:

• Base Salary: CAD $55,000 - $59,500 base per annum(depending on location & experience)
• Sales Bonus: CAD $6,800 - $8,500 per annum (uncapped)
• Company Bonus: CAD $3,000 per annum
• On-Target Earnings: CAD $66,000 - $71,000+

Holiday:

• Twenty-five days paid vacation, in addition to your birthday and statutory holidays

Working Hours:

• Full-time, 37.5 hours per week. Monday to Friday 9am to 5:30pm. Although some flexibility may be required to meet the needs of Swoop's global customers

Weekend Working:

• Two weekend days per month (e.g., one Saturday and one Sunday)
• Equivalent time off will be given during the week

Working Arrangements:

Remote -

• Even for remote team members, occasional visits to our Bristol office may be required for training, team collaboration, or key meetings
• All team members will also be required to join our International Togetherness event, held once a year — a chance for the entire global Swoop team to connect in person

Benefits Include:

• A supportive, globally connected culture at a certified B Corp where balance, wellbeing and belonging matter
• Remote and flexible working options
• Monthly company bonus scheme
• Annual international Swoop Togetherness event
• Annual familiarisation trip to one of our destinations (where applicable)
• Birthday leave
• Paid volunteer leave
• Access to a self-learning and development platform
• Employee Assistance Programme (EAP)
• Cycle to Work scheme
• Plus other great benefits and perks

How to applyIf you feel you’ve got what it takes, please apply now. The closing date is Friday 10th July 2026.

Once you have applied, you will receive a Swoop application form, which must be completed and submitted by Sunday 12th July 2026 in order for your application to be considered.

Supporting you to be yourself

Swoop is committed to creating a diverse environment and is proud to be an equal opportunity employer for all Swoopers all over the world. All qualified applicants will receive consideration for employment without regard to race, colour, religion, identity or expression, sexual orientation, national origin, disability, age, or veteran status. We support Swoopers to feel they can be absolutely themselves, because only then we will get the best out of each other.

Pay: $55,000.00-$71,000.00 per year

Work Location: Remote