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← Sierra

Enterprise Sales Director - Strategic

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

CHECKED 1H AGO

Applied AIremotedirector$300k–$345k
Apply on the lab’s site ↗

At a glance

Highlights

  • Lead Sierra's largest multi-BU, multi-geo deals with sophisticated structures.
  • Hold trusted C-suite relationships and operate as part of customer team.
  • Shape strategy for Sierra's most important accounts and set sales standard.

What they offer

  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for you and family
  • Life insurance and disability benefits
  • Retirement plan dependent on country
  • Parental leave
  • Fertility and family building benefits through Carrot
  • Lunch, snacks and coffee
  • Discretionary benefit stipend
  • Equity plans for eligible full-time employees
  • Free alphorn lessons

Ideal candidate

Seasoned strategic seller who thrives on complex C-suite deals and operates with precision and conviction. AI-native, customer-obsessed, and comfortable engaging founders to shape high-stakes partnerships.

Requirements

  • 10-12+ years of enterprise/strategic sales experience owning largest accounts
  • Proven success closing multi-million-dollar, multi-stakeholder multi-BU deals
  • Experience managing $1M+ quota and running 6- and 7-figure ACV deals end-to-end
  • Deep, sustained C-suite relationships with executive presence as a trusted peer
  • Mastery of complex deal structuring, risk navigation, pricing and executive communication
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 ↗