Director of Sales, HTS Media (100% Remote - USA)

Join to apply for the Director of Sales, HTS Media (100% Remote - USA) role at Hopper

Director of Sales, HTS Media (100% Remote - USA)

Join to apply for the Director of Sales, HTS Media (100% Remote - USA) role at Hopper

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About HTS Media

HTS Media is Hopper’s advertising and media division, built to help travel brands, destinations, and suppliers connect with travelers at scale. We power advertising placements across Hopper’s app and through our B2B partner network, which includes global brands such as Capital One Travel and TripAdvisor. Our platform gives advertisers measurable results, helping them capture more bookings and earn greater long-term value from their customers, while travelers get relevant offers that make trip planning better.

About HTS Media

HTS Media is Hopper’s advertising and media division, built to help travel brands, destinations, and suppliers connect with travelers at scale. We power advertising placements across Hopper’s app and through our B2B partner network, which includes global brands such as Capital One Travel and TripAdvisor. Our platform gives advertisers measurable results, helping them capture more bookings and earn greater long-term value from their customers, while travelers get relevant offers that make trip planning better.

Our mission is to build the travel industry’s leading retail media network, turning advertising into a major driver of profitability for Hopper and our partners, much like Instacart, Uber, and Amazon have done in their sectors. We’re still in the early stages of our roadmap, yet HTS Media has already become one of Hopper’s fastest-growing and most profitable business units.

Sales is at the core of HTS Media’s growth. Our success depends on building deep partnerships with advertisers who want to reach high-intent travelers at the exact moment they are making booking decisions. The Director of Sales will lead this effort, developing the strategy, team, and execution model that brings new advertisers onto the platform and expands relationships with existing ones.

This role is not just about hitting revenue targets. It is about shaping how the travel industry thinks about retail media, educating the market, and positioning HTS Media as the must-buy platform for performance-driven advertising in travel. The Director of Sales will own the full advertiser-side sales motion, from developing playbooks for consultative selling, to building C-level relationships with major accounts, to creating repeatable success that allows us to scale globally.

What Would Your Day-to-day Look Like

• 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.
  
  

• 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.
• Existing relationships within the travel and advertising ecosystem are a strong plus.
• Entrepreneurial mindset with the ability to thrive in a fast-paced, high-growth environment.
  
  

• Well-funded and proven startup with large ambitions, competitive salary and the upsides of pre-IPO equity packages.
• Quarterly performance bonus with OTE at 100% of base salary.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
• Please ask us about our very generous parental leave, much above industry standards!.
• Entrepreneurial culture where pushing limits and taking risks is everyday business.
• Open communication with management and company leadership.
• Small, dynamic teams = massive impact.
• 100% employer paid Medical, Dental and Vision coverage for employees.
• Access to Disability & Life insurance.
• Health Reimbursement Account (HRA).
• DCA/ FSA and access to 401k plan.
  
  

• Billions of dollars worth of travel and travel fintech are sold through Hopper and HTS’ channels every year.
• Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – have exceptionally strong CSAT because the terms are always clear, and customers receive instant, no-questions-asked resolutions.
• Almost 30% of our app customers purchase at least one fintech product when making a booking; and consumers are 1.6x more likely to repurchase if they add fintech to their booking vs if they booked just travel.
  
  

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Software Development

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