Onboarding Lead Sales Enablement

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 design and deliver onboarding for Account Executives and Sales Engineers through workshops, certifications, role-plays, and asynchronous content. You will establish ramp metrics, use AI tools to scale enablement, maintain accurate content, recruit subject-matter experts, gather feedback, and adapt the program for regional teams.

Requirements

  • Six or more years of sales enablement experience in high-growth B2B software
  • Experience designing and delivering onboarding for quota-carrying and technical sellers
  • Experience managing cross-functional programs
  • Experience tying enablement work to business outcomes
  • Ability to learn and teach AI agents or enterprise software
  • Daily use of AI tools and experience teaching tool adoption

Responsibilities

  • Design structured onboarding programs for Account Executives and Sales Engineers
  • Deliver cohort sessions, workshops, certifications, and role-plays
  • Teach AI fluency for daily sales activities
  • Establish ramp metrics and reduction targets
  • Use AI tools to scale enablement
  • Maintain accurate content with cross-functional partners
  • Recruit subject-matter experts to teach and coach
  • Gather feedback and iterate on the program
  • Adapt the program for regional teams

Benefits

  • Unlimited paid time off
  • Medical, dental, and vision benefits for employees and 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
  • Equity plans