Enterprise Sales Leader - Retail

Sierra
San Francisco, New York, Atlanta
Workplace: RemoteFull timeUSD 370,000 - 400,000 annuallyFunction: SalesExperience: 10+ yearsSkills: ["Communication","People leadership","Accountability","Collaboration","Analytical thinking"]

Lead and develop a high-performing enterprise retail sales team, hiring and coaching AEs on deal strategy, pipeline execution, and forecasting. Own regional performance including pipeline quality and forecast accuracy, partnering with RevOps to keep data clean. Play a hands-on role in key customer and prospect conversations, helping navigate complex buying committees and late-stage deals to support pricing, negotiation, and close strategy.

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FursaFursa
Sierra
Sierra
1 month ago

Enterprise Sales Leader - Retail

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Source: Company careers pageValidated by: Fursa AI
Last checked: 16 hours agoStatus: Live

Job Summary

Lead and develop a high-performing enterprise retail sales team, hiring and coaching AEs on deal strategy, pipeline execution, and forecasting. Own regional performance including pipeline quality and forecast accuracy, partnering with RevOps to keep data clean. Play a hands-on role in key customer and prospect conversations, helping navigate complex buying committees and late-stage deals to support pricing, negotiation, and close strategy.
Location: San Francisco, New York, Atlanta
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Manager level

Key Responsibilities

  • •Hire, onboard, and develop AEs across your region, coaching reps on deal strategy, pipeline management, and execution.
  • •Own regional performance including forecast accuracy and pipeline quality; drive consistent execution of the sales process.
  • •Inspect and help unblock stalled deals, supporting accurate forecasting and pipeline insights.
  • •Partner with RevOps to ensure clean data and clear reporting for sales execution.
  • •Join key customer and prospect conversations; support pricing, negotiation, and close strategy for late-stage deals.

Pay and Benefits

Salary: USD 370,000 - 400,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceDentalVisionLife InsuranceDisabilityRetirementParental LeaveFertility BenefitsBenefit Stipend

Key Requirements

  • •10-15+ years of experience in enterprise, customer-facing sales, identifying and closing large accounts.
  • •5+ years of people leadership experience managing, mentoring, and developing an enterprise sales team.
  • •Experience running end-to-end complex enterprise deals ($1M+).
  • •Strong verbal and written communication skills for customer and internal discussions.
  • •Analytical mindset to analyze market trends, identify opportunities, and make data-driven decisions.
Experience:10+ yearsEnterprise salesRetailAI
Skills:CommunicationPeople leadershipAccountabilityCollaborationAnalytical thinking

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
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