Enterprise Sales Leader Retail

Enterprise conversational-AI platform that helps businesses build and operate customer-experience agents across channels.

Series ERecently funded0 current maintainers0 active leads
San Francisco, United States
About Sierra

Sierra provides an AI platform for businesses to build, deploy, analyze, and optimize customer-facing agents across chat, SMS, WhatsApp, email, voice, and ChatGPT.

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Skills

Candidate Availability

Required and preferred rules are kept separate and reflect the wording in the original posting.

About the Role

You will lead and develop enterprise account executives across your region. You will own regional performance and forecast accuracy, inspect pipeline quality, unblock stalled deals, and support key customer and prospect conversations. You will coach representatives on deal strategy, pricing, negotiation, and close strategy.

Requirements

  • 10–15+ years of enterprise customer-facing sales experience closing large accounts
  • 5+ years managing, mentoring, and developing enterprise sales teams
  • Experience managing end-to-end complex deals worth $1M+
  • Verbal and written communication skills
  • Market analysis and data-driven decision-making skills

Responsibilities

  • Hire, onboard, and develop account executives across the region
  • Coach representatives on deal strategy, pipeline management, and execution
  • Own regional performance, forecasting, and pipeline quality
  • Unblock stalled deals and drive sales-process execution
  • Join key customer and prospect conversations
  • Support pricing, negotiation, and close strategy

Benefits

  • Flexible unlimited paid time off
  • Medical, dental, and vision benefits for employees and families
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family-building benefits through Carrot
  • Lunch, snacks, and coffee
  • Discretionary benefit stipend
  • Free alphorn lessons
  • Equity plans for eligible full-time employees
Enterprise Sales Leader Retail at Sierra | JobStash