About the Role

Are you ready to redefine how millions of people experience healthcare? At League, we are tackling the frustrating disconnects that happen after a doctor visit or a new prescription. We build the digital health experiences that bridge those gaps for over seventy million people globally. As our new Director of Platform and AI Sales, you will lead the charge in bringing our cutting edge technology to visionary health plans and major health systems. This is a fully remote role open to candidates worldwide, giving you the freedom to drive massive impact from wherever you do your best work.

Overview

We are seeking a seasoned sales leader who knows how to navigate complex enterprise deals in the healthcare and technology space. You will own the entire sales lifecycle for our platform and artificial intelligence solutions. By partnering closely with industry giants like Manulife, Geisinger, and Shoppers Drug Mart, you will help organizations solve critical consumer engagement challenges. Your strategic vision will directly influence how healthcare ecosystems scale their digital interactions.

Key Responsibilities

Drive the end-to-end sales strategy focused on enterprise health plans, health systems, and large pharmacy retailers.
Build and nurture executive level relationships with key decision makers across the healthcare landscape.
Demonstrate the immense value of our platform and AI capabilities through compelling pitches and tailored demonstrations.
Collaborate cross-functionally with product, marketing, and customer success teams to align sales messaging with actual platform capabilities.
Negotiate complex enterprise contracts and close high value deals that expand our global footprint.

Requirements

Demonstrated success in enterprise software sales, specifically targeting the healthcare, payer, or provider markets.
Deep understanding of artificial intelligence technologies and platform business models within enterprise environments.
Exceptional communication and negotiation skills with a proven track record of closing multi-million dollar deals.
Ability to thrive in a fast-paced, high-growth remote work environment with global team members.
A passion for improving consumer health outcomes and transforming the way people interact with care systems.

What You Will Gain

The opportunity to shape the future of digital healthcare for tens of millions of people worldwide.
Competitive compensation packages with lucrative performance incentives.
Complete flexibility with a remote first work culture that values autonomy and work life balance.
Comprehensive health and wellness benefits to support you and your family.
Continuous professional development alongside some of the sharpest minds in tech and healthcare.