Enterprise Sales Director - Strategic

Sierra
San Francisco, New York, Atlanta
Workplace: RemoteFull timeUSD 300,000 - 345,000 annuallyFunction: SalesExperience: 10-12 yearsSkills: ["Executive communication","Precision","Trust-building","Risk navigation","Customer relationship management"]

Lead Sierra’s most complex enterprise, multi-business-unit, multi-geo deals by structuring opportunities, navigating risk, and building trusted relationships with customer C-suite stakeholders. Operate as an AI-native seller across the sales cycle—using AI for research, outreach, call summaries, forecasting, and deal execution—to automate low-value work and concentrate on high-impact customer engagement. Help set account strategy for the broader sales org.

Loading

Loading job details...

Preparing the role view and application actions.

FursaFursa
Sierra
Sierra
6 days ago

Enterprise Sales Director - Strategic

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 4 hours agoStatus: Live

Job Summary

Lead Sierra’s most complex enterprise, multi-business-unit, multi-geo deals by structuring opportunities, navigating risk, and building trusted relationships with customer C-suite stakeholders. Operate as an AI-native seller across the sales cycle—using AI for research, outreach, call summaries, forecasting, and deal execution—to automate low-value work and concentrate on high-impact customer engagement. Help set account strategy for the broader sales org.
Location: San Francisco, New York, Atlanta
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Director level

Key Responsibilities

  • •Architect Sierra’s most complex deals, leading large multi-BU, multi-geo opportunities with sophisticated deal structures.
  • •Build trusted relationships across customer C-suite and working teams to drive outcomes.
  • •Engage with Sierra’s co-founders at the founder level in front of customers to pitch strategically.
  • •Bring precision to messaging, positioning, and timing across every interaction.
  • •Influence account strategy and operate as an AI-native seller using AI tools throughout the sales cycle to automate low-value tasks and execute deals.

Pay and Benefits

Salary: USD 300,000 - 345,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceDentalVisionLife InsuranceDisability InsuranceParental LeaveRetirementFertility BenefitsBenefit StipendMeal Allowance

Key Requirements

  • •10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
  • •Proven success closing multi-million-dollar, multi-stakeholder deals across business units and geographies.
  • •Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
  • •Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
  • •Mastery of complex deal structuring, risk navigation, and pricing, with exceptional executive communication.
Experience:10-12 yearsEnterprise salesStrategic salesAICustomer-facing
Skills:Executive communicationPrecisionTrust-buildingRisk navigationCustomer relationship management
Tech Stack:AI

Company Brief

Sierra
Develops advanced AI agents and tools focused on building autonomous, generalist machine learning systems to assist developers and enterprises in automating complex workflows, decision-making, and application-level tasks.
Industry: AI & Machine Learning
Website