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← Sierra

Enterprise Sales Director - Majors, Healthcare

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

CHECKED 3H AGO

Applied AIremotedirector$260k–$325k
Apply on the lab’s site ↗

At a glance

Highlights

  • Healthcare AI agents already reach over 50% of U.S. families.
  • Build AI agents handling sensitive benefits and billing conversations with empathy.
  • Transform how patients and members interact with the healthcare system.

What they offer

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

Ideal candidate

A driven enterprise seller who earns C-suite trust fast, manages complex deals with rigor, 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 to spot opportunities and make data-driven decisions

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 ↗