Are you ready to help shape the future of artificial intelligence with some of the most respected leaders in tech? At Sierra, we are building conversational AI agents that actually understand people, partnering with iconic brands like WeightWatchers, SiriusXM, and SoFi. We are looking for an Enterprise Sales Director to focus on Major Accounts within the healthcare sector. This is a fully remote position that you can do from anywhere in the world. If you love closing complex enterprise deals and want to bring cutting edge technology to healthcare providers, this is the place for you.

Overview

As our Enterprise Sales Director for Healthcare Majors, you will spearhead our expansion into major health systems and medical enterprises. You will work closely with our executive team, including co founders Bret Taylor and Clay Bavor, to bring our transformative AI platform to large scale healthcare organizations. Your work will directly impact how millions of patients and members interact with their healthcare providers.

Key Responsibilities

Drive the entire enterprise sales cycle from initial prospecting to closed won deals within major healthcare accounts.
Build deep relationships with C level executives, chief medical officers, and digital innovation leaders in the healthcare space.
Partner cross functionally with product, engineering, and customer success to craft tailored solutions that meet strict healthcare compliance and security standards.
Develop and execute a strategic territory plan focused on large enterprise healthcare organizations.
Represent Sierra at industry conferences and executive roundtables.

Requirements

Extensive experience selling complex enterprise software or AI solutions to Fortune 500 healthcare companies.
A proven track record of consistently exceeding multimillion dollar sales quotas.
Deep understanding of the healthcare industry, including compliance, security, and digital transformation initiatives.
Exceptional communication and executive presence with the ability to articulate technical concepts to non technical buyers.
A high degree of ownership, curiosity, and intensity.

What You'll Gain

The chance to work alongside legendary tech pioneers who genuinely care about craftsmanship and innovation.
Competitive compensation packages that reward high performance.
Generous equity in a fast growing company backed by top tier investors.
Flexible remote work culture that emphasizes balancing family and life alongside ambitious goals.