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

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

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

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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. 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. HTS Media is one of Hopper’s fastest-growing and most profitable business units. Sales is at the core of HTS Media’s growth, and the Director of Sales will lead the effort to develop strategy, team, and execution to bring new advertisers onto the platform and expand relationships with existing ones. This role 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 and creating repeatable success 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.

An ideal candidate has

  • 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.

    • Perks and benefits of working with us

  • 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.
  • Parental leave generous by industry standards.
  • Entrepreneurial culture with open communication and significant impact in small, dynamic teams.
  • 100% employer-paid Medical, Dental and Vision coverage for employees, plus Disability & Life insurance, HRA, DCA / FSA, and 401k.

    • More About Hopper

    At Hopper, we are on a mission to become the leading travel platform globally, powering Hopper’s mobile app, website and our B2B business HTS. We leverage data and machine learning to provide transparency, flexibility and savings to travelers worldwide. Our platform serves hundreds of millions of travelers and Hopper has been named the #1 most innovative company in travel by Fast Company. HTS is a core growth driver, partnering with major brands and financial institutions to deliver fintech-enabled travel experiences.

    Compensation Range : $300K - $450K

    Seniority level

  • Director

    • Employment type

  • Full-time

    • Job function

  • Sales and Business Development

    • Industries

  • Software Development

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