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About the role

Hopper is seeking a Director of Sales to lead strategic, high-impact advertising partnerships across travel and adjacent verticals. In this role, you will own complex sales cycles, close six- and seven-figure deals, and build long-term relationships with senior marketing stakeholders.

You’ll operate as a trusted advisor to advertisers—leveraging Hopper’s data, scale, and product innovation to deliver measurable business outcomes—while helping shape the growth and direction of Hopper’s advertising business.

What would your day-to-day look like:

Own and grow a portfolio of enterprise and mid-market advertisers, driving new revenue and long-term partnerships

Lead full-cycle sales efforts, including prospecting, strategic pitching, negotiation, and close

Develop multi-quarter and annual media partnerships, including custom sponsorships and data-driven solutions

Serve as the primary senior point of contact for key advertiser relationships

Collaborate closely with Account Management, Analytics, Product, and Leadership teams to deliver strong campaign performance and retention

Identify and execute upsell and cross-sell opportunities across Hopper’s advertising product suite

Influence product roadmap and go-to-market strategy by sharing advertiser feedback and market insights

Maintain accurate pipeline forecasting and CRM discipline, with a strong command of deal strategy and timing

An ideal candidate has:

• 6–10+ years of experience in digital advertising, media sales, or strategic partnerships

• Proven track record of consistently exceeding revenue targets with large or complex accounts

• Experience closing six- and seven-figure advertising deals

• Ability to sell consultatively to senior marketing leaders and decision-makers

• Excellent executive presence, storytelling, and negotiation skills

• Data driven with a strong financial acumen

• Comfortable operating in a fast-paced, high-growth environment with ambiguity and ownership

Bonus Points

• Experience selling to travel brands, airlines, hotels, destinations, or tourism boards

• Background working with agencies and holding companies

• Familiarity with commerce-driven media platforms

• Existing relationships with senior travel marketers or agency leadership

  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.

• 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.

  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 (Hopper Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, Hopper combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to travelers globally. We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel better and save more on their trips.

The Hopper platform serves hundreds of millions of travelers globally and continues to capture market share around the world. he Hopper app has been downloaded over 120 million times and has become largely popular among younger travelers – with 70% of its users being Gen Z and millennials.

While everyone knows us as the Gen Z and Millennial travel app, Hopper has evolved to become much more than that. In recent years, we’ve grown into a travel fintech provider, commerce platform, and global travel agency that powers some of the world’s largest brands.

Through HTS, our B2B division, the company supercharges its partners’ direct channels by integrating our fintech products on their sites or powering end-to-end travel portals. Today, our partners include leading travel brands like Capital One, Nubank, Air Canada, and many more.

Here are just a few stats that demonstrate the company’s recent growth:

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.

Given the success of its fintech products, Hopper launched a B2B initiative, HTS (Hopper Technology Solutions), which represents more than 75% of the business.

Through HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can integrate and seamlessly distribute Hopper’s fintech or travel inventory on their direct channels. As its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for cardholders. Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines and many more.

Hopper has been named the #1 most innovative company in travel by Fast Company Hopper has been downloaded over 120 million times and continues to have millions of new installs each month. Hopper is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials travelers.

Hopper has raised over $750 million USD of private capital and is backed by some of the largest institutional investors and banks in the world. HTS is primed to continue its growth as the leading travel ecommerce provider in a $1 trillion online shopping category. The Hopper app and website will also continue to be the preferred travel provider for Gen Z and Millennials.

Come take off with us!

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