Regional VP Sales

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

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 act as a player-coach by prospecting, building pipeline, managing customers, and closing deals. You will hire and develop account executives across Korea, coach deal execution, own regional forecasting, inspect pipeline quality, and support complex customer and prospect negotiations.

Requirements

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

Responsibilities

  • Prospect, build pipeline, manage customers, and close deals
  • Hire, onboard, and develop account executives across Korea
  • 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