Application Close Date: 30th of September, 2026

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. We've been creating positive change through the joy of travel since 1989, and we’re proud to be a certified B Corp with 1000s of experiences in over 100 countries.

We are Intrepid At Intrepid, we love our people as much as we love to travel. If that resonates with you, this is your chance to put it into practice as a Tailor-Made Consultant for our North American Tailor-Made team.

As a Tailor-Made Consultant, you will maximize sales of Tailor-Made and FIT products and provide exemplary customer service via phone, email, and live chat. The Tailor-Made team works with our DMCs to create amazing itineraries focused on Sustainable, Experience-Rich Travel. You will collaborate with travelers and travel agents across North America to create and sell unforgettable adventures. A high-performing individual in this role consistently meets or exceeds sales targets,maintainshigh customer satisfaction scores, and contributes actionable insights that support ongoing business improvement.

This is a full time, permanent position that can be based out of our Toronto office on a hybrid basis. The salary for this position is $54,814 CAD, plus additional sales commissions, along with a great benefits package and many awesome perks.

A bit about you:

Travel industry course and/or experience within the travel industry

Personal and/or professional travel experience to Intrepid destinations

Experience in a sales position





Experience building Tailor-Made or FIT trips

Experience providing customer service via telephone, email, and live chat

Experience working with travel booking systems

Experience using a CRM system, preferably Salesforce

Alongside your excellent phone, email and live chat technique,you’llpossessstrong selling skills to qualify the enquiry and close the sale. Your outstanding organizational skillsand attentionto detail will be the catalyst for your success in this role. Most importantly, you will shareIntrepidscore values ofreal, together, ambitious and impactful.

Please note

We recognise that AI use in applications is becoming more common. We review applications carefully, so if you choose to use AI, please do so thoughtfully and include something personal - it really makes a difference.

Due to the volume of applications we receive, we may not be able to provide individual feedback to every applicant.

We also reserve the right to close this advert earlier if we receive a high volume of applications.

Our people reflect the diversity of our customers and the communities we visit:

Intrepid is made up of 71 nationalities in over 30 countries, and werecognisethat diversity makes us a stronger business.



We support a culture where people can be themselves and encourage applications from people of all backgrounds. Including First Nations People, LGBTQI+ people, those living with a disability, or from disadvantaged backgrounds, and all people from different ethnicities, races, and religions.

Rewarding and developing our people is important to us, some of our workperksinclude:

Flexible work arrangements,work-from-home and the ability to 'work from anywhere' 4 weeks a year

A free Intrepid trip every year, plus generous discounts for families, and close friends

5 extra days of leave a year for use on Intrepid trips

A minimum of10 weekspaid parental leave for all parents, and other additional leave provisions.

Access to e-learning platforms, professionaldevelopmentand mentor programs

20 hours of volunteer leave every year to use on causes most important to you

Employee Assistance Program, a 24/7 service that offers counselling for you and your family

We are Real. Together. Ambitious. Impactful. These are our values and to usthey'remore than just words, they are the pillars of our success and every dayit'sour people and the work they do thatbringthem to life.

We aim to ensurediversity, equity, and inclusion stay part of our recruitment process. If you require anyreasonableadjustmentto participate in therecruitment process, please contact us at [email protected] your name, location, and what yourequire, we will then be in touch to support your application.

Application Close Date: 30th of September, 2026

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📌 Tailor Made Sales Consultant (Winnipeg)
🏢 Intrepid Experience
📍 Winnipeg