Enterprise Sales Director Majors Consumer Business Services

19 hours agoHeadSalary: 305K - 370KCanadaRemoteFull TimeSalesJobs by Sierra

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 9/23/2026

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.

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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 independently manage enterprise deal cycles from prospecting through close for Consumer Business Services customers. You will lead executive conversations, map stakeholders, manage deal risk, shape pricing and deal strategy, and use AI tools for research, outreach, forecasting, and deal execution.

Requirements

  • 8-10 years of enterprise customer-facing sales experience
  • Experience managing a $1M+ quota
  • Experience leading complex 6- and 7-figure ACV deals
  • Ability to build relationships across customer C-suites
  • Verbal and written communication skills
  • Market analysis and data-driven decision-making skills

Responsibilities

  • Manage complex enterprise deals from prospecting to close
  • Lead VP-level conversations and build C-suite customer relationships
  • Identify and manage deal risk and stakeholder maps
  • Advise on pricing, escalation timing, executive alignment, and deal strategy
  • Engage co-founders for executive customer engagement when appropriate
  • Elevate standards on deal teams
  • Use AI tools for account research, outreach, call summarization, forecasting, and deal execution

Benefits

  • Unlimited paid time off
  • Medical, dental, and vision benefits
  • 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
  • Equity plans
Enterprise Sales Director Majors Consumer Business Services at Sierra | JobStash