Head of Sales - North America

Requisition ID: 3026

Department: Sales

Work Type: Hybrid

Application Close Date: 6th of June, 2025

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries.

The world needs more Intrepid people:

We’re looking for a bold, commercially minded Head of Sales to lead our North America region. This senior leadership role is based in Toronto and supports both the USA and Canadian markets, reporting directly to the President, Canada. The role also manages the Affiliate Sales Specialist role, overseeing the Tour Radar channel. You will have a dotted line to the General Manager of Global Inside Sales and work closely with the other regional Head of Sales to deliver global sales and service results.

The purpose of this role is to maximize sales by developing and implementing the regional sales strategy. It is responsible for all aspects of sales operations—ensuring that the structure, processes, skill levels, and overall dynamics of the sales department are optimized to meet and exceed sales targets and key performance indicators.

You will also oversee all elements of team leadership, including training, coaching, staff development, and providing continuous performance feedback. With strong commercial acumen, you will lead annual and monthly sales reporting and make informed business decisions to drive team success.

This role requires close collaboration with other departments to guide system requirements, support technology adoption, and improve productivity. Working alongside the broader sales and marketing teams, you will help maximize both industry and direct campaigns to drive conversions and support the sales process. You will own your department’s full P&L – covering everything from team structure and performance to systems, processes, incentives, and operational costs.

This is a Full-Time, Permanent Position that will operate on a hybrid basis from our office in Toronto, Ontario.

Some of the experience you’ll bring with you may include:

7+ years of experience managing high-performing sales teams or call center operations, preferably at a regional or global level.

Deep understanding of contact center KPIs, workforce planning, and omnichannel service delivery.

Strong knowledge of Salesforce or other enterprise CRM systems, with experience optimizing workflows and reporting dashboards.

A talent for building and sustaining a high-energy, results-oriented team culture

Experience managing in a 24/7 support model, and working collaboratively across global time zones and teams.

Strong resource and change management capabilities to enhance productivity and profitability

If you're a strategic thinker with a passion for people leadership and delivering exceptional customer experiences — we’d love to hear from you.

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

Intrepid is made up of 58 nationalities across 46 countries, and we recognise that 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 work perks include:

Flexible work options, such as work-from-home options 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 trip's
A minimum of 10 weeks paid parental leave for all parents, and other additional leave provisions.
Access to e-learning platforms, professional development and 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 us they're more than just words, they are the pillars of our success and every day it's our people and the work they do that bring them to life.

At Intrepid ensuring diversity, equity, and inclusion is an important part of our recruitment process. If you require a reasonable accommodation to submit your application, please email careersupport@intrepidtravel.com with your name, location, and the accommodations you need, we will then be in touch to support your application.

Apply now »