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Sierra

Enterprise Sales Engineer, Healthcare

San Francisco, CA$160k–$270kfulltimemidAdded yesterday

About this role

Sierra seeks an experienced Enterprise Sales Engineer to lead technical GTM efforts for its AI healthcare agent platform, which already serves over 50% of U.S. families. You'll design demos, translate customer needs into technical solutions, and collaborate with Sales, Product, and Engineering teams to drive adoption among health plans, providers, and healthcare platforms.

What you'll do

  • Design and deliver product demos showcasing Sierra's AI Agent capabilities to enterprise healthcare prospects
  • Answer technical questions and provide solutions architecture tailored to customer needs
  • Collaborate cross-functionally with Sales, Product, and Agent Engineering teams on GTM strategy
  • Lead technical conversations with C-suite and engineering stakeholders during the sales process
  • Translate prospect business problems into Sierra's technical solutions for diverse audiences
  • Support customer-driven product development by gathering feedback and requirements

What they're looking for

  • Sales Engineering or Solutions Engineering (5-7+ years)
  • Enterprise sales process leadership
  • Demo building and presentation skills
  • Customer relationship management
  • Technical communication to mixed audiences
  • AI/ML product knowledge
  • Healthcare domain understanding
  • Requirements translation and technical documentation
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Sierra

Sierra builds production-grade AI agents for enterprise clients in insurance, financial services, and other industries, enabling companies to automate complex business processes and enhance customer experiences. The company is hiring Software Engineers to design and deploy mission-critical AI systems, develop platform infrastructure, and work directly with enterprise customers on agent development and optimization.

View all jobs at Sierra

Likely interview questions

  • Walk us through a complex technical demo you've built—how did you tailor it for different audience personas?
  • Describe your experience leading the sales process with enterprise customers. What was your role versus the sales team's?