Enterprise Sales Engineer - Strategic, Healthcare
Sierra · Toronto
Applied AIonsitesenior$254k–$261k
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
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