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← Sierra

Enterprise Sales Director - Majors, Healthcare

Sierra · US - Remote · San Francisco, CA · New York, NY · Atlanta, GA

Applied AIremotedirector$315k–$325k
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At a glance

Highlights

  • Drive complex 6- and 7-figure enterprise deals end-to-end with strong autonomy.
  • Partner with major health plans and providers reaching 50% of US families.
  • Lead VP and C-suite relationships to transform patient experiences with AI.

What they offer

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

Ideal candidate

Autonomous, high-intensity enterprise seller who thrives building C-suite trust and cares deeply about making healthcare more human, accessible and affordable.

Requirements

  • 8-10 years of enterprise customer-facing sales experience identifying and closing large accounts
  • Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals
  • Proven ability to multi-thread and build trusted relationships across customer C-suites
  • Exceptional verbal and written communication
  • Analytical mindset with data-driven decision making
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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