Hopper is looking for a Director of Sales to lead advertiser-side sales for HTS Media, its advertising and media division. In this 100% remote role based in Canada, you will develop and execute the go-to-market strategy, own revenue targets, and build and scale a high-performing sales team focused on travel brands.
What You'll Do
- Lead advertiser-side sales for HTS Media, with a focus on DMOs, hotel groups, airlines, and travel brands.
- Develop and execute the go-to-market strategy for driving adoption of our ad products.
- Own and exceed revenue targets through both individual contributions and leadership of a sales team.
- Build, mentor, and scale a high-performing sales team, creating repeatable sales processes and career development paths.
- Establish strong C-level and agency relationships, positioning HTS Media as a key partner for travel advertisers.
- Partner with product and marketing leadership to refine positioning, pricing, and packaging to meet advertiser needs.
- Represent HTS Media at industry events, conferences, and client meetings, acting as a visible leader in the market.
- Provide market feedback to product teams to influence the ad product roadmap and ensure alignment with advertiser demand.
What We're Looking For
- 8+ years in advertising or media sales, with a proven track record of selling to large advertisers and agencies.
- At least 3 years leading sales teams with measurable success in hitting and exceeding revenue targets.
- Strong understanding of advertiser priorities in performance marketing, retail media, or travel advertising.
- Experience selling new products and educating markets, ideally in high-growth or startup environments.
- Ability to recruit, coach, and lead a sales team while also driving individual contributions where needed.
- Skilled in C-level relationship building, negotiation, and closing complex, high-value deals.
- Entrepreneurial mindset with the ability to thrive in a fast-paced, high-growth environment.
Nice to Have
- Existing relationships within the travel and advertising ecosystem are a strong plus.
Benefits & Compensation
- Competitive salary + pre-IPO equity packages.
- Quarterly performance bonus with OTE at 100% of base salary.
- Hopper covers 100% of the premiums for group insurance plan.
- Hopper offers life, short term and long term disability coverage.
- HSA that covers eligible medical and dental expenses.
- All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere.
- All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay.
- Generous parental leave, much above industry standards.
- Unlimited PTO.
- Carrot Cash travel stipend.
- Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
- Entrepreneurial culture where pushing limits and taking risks is everyday business.
- Open communication with management and company leadership.
- Small, dynamic teams = massive impact.
Work Mode
This is a 100% remote position open to candidates based anywhere in Canada.
Hopper is an equal opportunity employer.
