Founding Enterprise Account Executive, AI (100% Remote - San Francisco or NYC)

About the role

We are hiring a Founding Enterprise Account Executive, AI to own the first wave of enterprise deals across airlines and large travel brands for HTS’ latest AI offering. This is a 0‑to‑1 role responsible for proving out our global go‑to‑market strategy, running the full enterprise sales cycle from prospecting through pilot design, legal / InfoSec diligence, negotiation, and conversion to multi‑year production contracts.

Success means repeatable pilot‑to‑production conversions, multi‑million ACV wins with strong unit economics, and creation of referenceable customers.

This role is not just about hitting revenue targets. It is about shaping how the travel industry thinks about customer experience and educating the market, and positioning HTS’ AI solution as a must‑buy for travel brands.

The Product

Our product is a conversational AI customer service platform for travel and hospitality. It automates high volume intents like itinerary changes, refunds, cancellations and disruption handling. It integrates with CCaaS platforms and core travel systems to deliver reliable automation with seamless human fallback. Outcomes include higher containment, faster resolution times, improved CSAT, and lower cost per contact.

What would your day‑to‑day look like

Enterprise Sales Execution

• Own the full enterprise sales motion end to end across airlines and other large enterprises, driving to multi‑million ACV goals.
• Lead outbound prospecting, opportunity qualification, and enterprise deal execution.
• Build and advance pipeline through targeted outreach, partner channels, and executive networks.

Pilot Design & Conversion

Commercial & Legal Navigation

Cross‑Functional Alignment

Customer Advocacy & Executive Engagement

Must haves

Nice to haves

Perks and benefits of working with us

More about Hopper / HTS

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. The 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 :

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.

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 e‑commerce 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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