Enterprise Sales Leader Consumer Business Services

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

Series ERecently funded0 current maintainers0 active leadsTeam intelligence

Maintainer signals as of 9/25/2026

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.

View jobs by Sierra

Skills

Candidate Availability

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

About the Role

You will hire, onboard, coach, and develop account executives. You will own regional performance and forecast accuracy, inspect pipeline quality, partner with RevOps on data, and help representatives navigate late-stage deals, pricing, negotiations, and close strategy.

Requirements

  • 10-15+ years of enterprise customer-facing sales experience
  • 5+ years managing, mentoring, and developing enterprise sales teams
  • Experience managing end-to-end complex $1M+ deals
  • Verbal and written communication skills
  • Market analysis and data-driven decision-making
  • Familiarity with the AI landscape, tooling, and workflows
  • Experience building go-to-market strategies, sales teams, or sales motions

Responsibilities

  • Hire, onboard, coach, and develop account executives
  • Drive regional performance and forecast accuracy
  • Inspect pipeline quality and unblock stalled deals
  • Drive consistent sales-process execution
  • Partner with RevOps to maintain clean data and insights
  • Support customer conversations, pricing, negotiations, and close strategy

Benefits

  • Equity
  • Flexible unlimited paid time off
  • Medical dental and vision benefits for employees and their families
  • Life insurance and disability benefits
  • Retirement plan
  • Parental leave
  • Fertility and family-building benefits through Carrot
  • Lunch snacks and coffee
  • Discretionary benefit stipend
  • Free alphorn lessons