Enterprise Sales Engineer - Strategic, Healthcare

About the Healthcare team

• Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.

• Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.

• Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.

What you'll do

• Go deep on a few accounts. Learn each customer's business well enough that you could be wearing their badge in their hallways

• Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle

• Decide when to bring in Agent Development, Product, Security, Legal, and Sierra leaders, and what each of them needs to do. You keep everyone aimed at the same goal

• Raise the bar for the SE team: mentor others, set standards for demos and pilots, and write the playbooks for Strategic deals and GTM processes

• Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases

• Share what you see across your largest accounts with Product leadership and inform roadmap

What you'll bring

• 7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales

• Experience in leading the sales process with Strategic customers with deal sizes of $1M+ consistently

• Past experience in demo building, and presenting, and working with customers or clients in the GTM function

• Strong experience in relationship-building with prospect stakeholders, including C-suite executives and technical leaders

• Experience leading architecture, integration, and security discussions with enterprise architects, engineering leaders, and security teams

• Ability to leverage AI tools efficiently as a regular part of your technical sales motion — discovery prep, solution design, demo and prototype building, technical proposals. Importantly, you own the accuracy of anything you put in front of a customer, whether or not AI helped you build it

• Experience growing accounts past initial sale and defining customer roadmaps to facilitate growth

• Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience

Even better...

• Experience translating code, technical logic and user requirements to product and engineering requirements

• Selling a technical AI product

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

• Flexible (unlimited) paid time off

• Life insurance and disability benefits

• Retirement plan dependent on country of employment

• Parental leave

• Fertility and family building benefits through Carrot

• Free alphorn lessons