Skip to content
← Sierra

Enterprise Sales Engineer - Strategic, Healthcare

Sierra · Toronto

Applied AIonsitesenior$254k–$261k
Apply on the lab’s site ↗

At a glance

Highlights

  • Healthcare agents already reach over 50% of U.S. families.
  • Own end-to-end technical pre-sales for few strategic healthcare accounts.
  • Help make care more accessible, more human and more affordable.

What they offer

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

Ideal candidate

A customer-obsessed technical seller who goes deep on few strategic accounts, builds C-suite trust, and cares about making healthcare more human through high-stakes AI.

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 and working 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 to facilitate growth
remote policy
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 ↗

Posted · Last seen