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Enterprise Sales Engineer - Strategic, Healthcare

Sierra · Toronto

Applied AIonsitesenior$254k–$261k
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At a glance

Highlights

  • Healthcare agents reach over 50% of U.S. families in high-stakes conversations.
  • Partner with leading health plans and providers to make care more human.
  • Own end-to-end technical pre-sales for strategic accounts, from demo to launch.

What they offer

  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for you and family
  • Life insurance and disability benefits
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Discretionary benefit stipend
  • Equity participation

Ideal candidate

Seasoned strategic sales engineer who thrives owning complex enterprise deals and building trusted C-suite relationships. You care deeply about empathetic healthcare experiences and raising the bar for teammates.

Requirements

  • 7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales
  • Experience leading sales process with Strategic customers with deal sizes of $1M+ consistently
  • Experience in demo building and presenting with customers in GTM function
  • Experience relationship-building with prospect stakeholders including C-suite and technical leaders
  • Experience leading architecture, integration, and security discussions with enterprise architects and engineering leaders
  • Ability to leverage AI tools efficiently as part of technical sales motion while owning accuracy
  • Experience growing accounts past initial sale and defining customer roadmaps
remote policy
primarily in-person

Lab profile

About Sierra

Leading platform for customer-facing AI agents for global enterprise brands.

What they build

  • Platform for customer-facing AI agents

Known for

  • Enterprise customer service transformation
  • Trusted by major global brands
  • Voice AI and agent analytics

Key facts

  • Headquartered in San Francisco
  • Offices across North America, Europe, and Asia
More about Sierra →
Apply on the lab’s site ↗

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