Founding Enterprise Account Executive, AI - Remote

Overview

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.

In Short

• 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.
• Design and execute pilots that convert into scaled, multi-year production deals.
• Navigate complex procurement, legal, and InfoSec processes with credibility.
• Partner with Solutions Engineering for integrations with various platforms.
• Land referenceable wins and drive executive engagement strategies.
• Self-directed builder who thrives in prospecting and negotiation.
• Time-zone flexibility across the Americas and Europe, with willingness to travel.

Requirements

• 5–10 years in enterprise sales with a record of closing complex deals.
• Proven 0-to-1 experience launching a new motion or region.
• Consistent record of closing multimillion-dollar annual quotas.
• At least two examples of converting a paid pilot into a multi-year contract.
• Skilled in value engineering and building ROI cases.
• Executive presence and comfort selling to C-level executives.
• Time-zone flexibility across the Americas and Europe.

Benefits

• Well-funded startup with competitive salary and pre-IPO equity packages.
• Uncapped quarterly paid performance bonus.
• 100% premium coverage for group insurance.
• Automatic contributions to pension plans.
• Generous parental leave.
• Access to co-working space and work-from-home stipend.
• Unlimited PTO.
• Open communication with management.
• Small, dynamic teams for massive impact.