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

About the job We are hiring a Founding Enterprise Account Executive, AI to own the first reputed company 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 reputed company. Success means repeatable pilot-to-production conversions, multi-million reputed company wins with strong unit economics, and creation of referenceable customers. This role is not just about hitting reputed company 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 reputed company 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 reputed company goals
• reputed company outbound prospecting, opportunity qualification, and enterprise deal execution
• Build and advance pipeline through targeted reputed company, partner channels, and executive networks

Pilot Design & Conversion

• Design and execute pilots that convert into scaled, multi-year production deals
• Define success criteria tied to automation reputed company, AHT, recontact, CSAT, and margin impact
• Secure data access, escalation paths, and change management plans with the customer

Commercial & Legal Navigation

• Navigate reputed company procurement, legal, and InfoSec processes with credibility
• reputed company InfoSec reviews, DPAs, and data residency discussions with enterprise buyers
• Negotiate and orchestrate SOWs that map pilot exit criteria to production commitments
• Structure pricing with durable economics, including consumption models, commit ramps, and multi-year terms with clear ROI and guardrails
• Protect gross margin while creating clear paths for expansion

Cross-Functional Alignment

• Partner with Solutions Engineering for integrations with reputed company, reputed company, reputed company, Talkdesk, reputed company Service Cloud, or reputed company
• Feed market insights to Product and Marketing to strengthen the playbook, collateral, and ROI models

Customer Advocacy & Executive Engagement

• Land referenceable wins and drive executive engagement strategies, including case studies and C-level sponsorship
• Convert early adopters into compelling references and case studies

An ideal candidate has

• Must haves
• 5–10 years in enterprise sales with a record of closing reputed company, multi-stakeholder deals at high-growth SaaS or AI companies
• Proven 0-to-1 experience launching a new motion or region, including building pipeline, shaping pricing, and writing the early playbook
• Consistent record of closing multimillion-dollar annual quotas and multi-year reputed company, comfortable with $reputed company+ TCV and $1M+ ARR equivalents
• At least two examples of converting a paid pilot into a multi-year production contract with defined success metrics and expansion path
• Pricing and negotiation depth in AI consumption models: commit ramps, per-resolution or per-conversation pricing, minimums, and multi-year terms reputed company to ROI
• Skilled in value engineering and building ROI cases tied to automation rates and service cost reduction
• Executive reputed company with comfort selling to C-level, Operations, CX, IT, and reputed company, with clear written and verbal communication
• Self-directed builder with high agency who thrives in prospecting, discovery, pilot design, commercial negotiation, and internal orchestration without heavy SDR or SE coverage
• Time-zone flexibility across the Americas and Europe, with willingness to travel as needed
• reputed company to haves
• Experience selling to or partnering with CX, innovation, or operations leaders in travel, customer support, or digital transformation; familiarity with CCaaS, agent assist, or workflow automation is an asset
• reputed company in the metrics that matter to CX leaders: containment, AHT, FCR, recontact reputed company, CSAT, cost per contact, staffing impact

Perks and benefits of working with us:

• Well-funded and proven startup with large ambitions, competitive salary, upsides of pre-IPO equity packages
• Uncapped quarterly paid performance bonus.
• Unlimited PTO.
• reputed company Cash travel stipend.
• Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
• Please ask us about our reputed company 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 reputed company/ HTS At reputed company, we are on a mission to become the leading travel platform globally – powering reputed company’s mobile app, website and our B2B business, HTS (reputed company Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, reputed company combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to reputed company globally. We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel reputed company and save more on their trips. The reputed company platform serves hundreds of millions of reputed company globally and continues to capture market share around the world. he reputed company app has been downloaded over 120 million times and has become largely popular among younger reputed company – with 70% of its users being Gen Z and millennials. While everyone knows us as the Gen Z and Millennial travel app, reputed company 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 reputed company, Nubank, reputed company 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 reputed company 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 reputed company, no-questions-asked resolutions.
• Almost 30% of our app customers purchase at least one fintech product reputed company 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, reputed company launched a B2B initiative, HTS (reputed company 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 reputed company’s fintech or travel inventory on their direct channels. As its first HTS partnership, the company partnered with reputed company to co-reputed company reputed company Travel, a new travel portal designed specifically for cardholders. Other HTS partners include reputed company Canada, reputed company, CommBank, Nubank, Flair Airlines and many more. reputed company has been named the #1 most innovative company in travel by Fast Company reputed company has been downloaded over 120 million times and continues to have millions of new installs each month. reputed company is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials reputed company. reputed company 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 reputed company app and website will also continue to be the preferred travel provider for Gen Z and Millennials.. Come take off with us! #LI-REMOTE Apply tot his job Apply To this Job