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← Sierra

Onboarding Lead, Sales Enablement

Sierra · San Francisco, CA

Applied AIonsitelead$210k–$255k
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At a glance

Highlights

  • Build structured onboarding program for new Account Executives and Sales Engineers.
  • Teach sellers AI fluency for research, call prep, recaps, and pipeline updates.
  • Scale enablement with AI-driven role-play, coaching, and self-serve answers.

What they offer

  • Flexible (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
  • Equity

Ideal candidate

Hands-on enablement builder who loves coaching sellers and thrives building from scratch in high-growth environments. You use AI daily and care about tying learning to real sales outcomes.

Requirements

  • 6+ years in sales enablement at a high-growth B2B software company with onboarding experience
  • Experience designing and delivering onboarding for quota-carrying and technical sellers
  • Track record of prioritizing competing senior stakeholder requests with data
  • Track record of tying enablement work to business outcomes
  • Strong facilitator comfortable teaching experienced sellers and executives
  • Willing to do hands-on work and build from scratch with limited resources
  • Able to learn technical AI agents / enterprise software product to teach credibly
  • Hands-on daily use of AI tools and experience driving tool adoption

Lab profile

About Sierra

Leading platform for customer-facing AI agents for global enterprise brands.

What they build

  • Platform for customer-facing AI agents

Known for

  • Enterprise customer service transformation
  • Trusted by major global brands
  • Voice AI and agent analytics

Key facts

  • Headquartered in San Francisco
  • Offices across North America, Europe, and Asia
More about Sierra →
Apply on the lab’s site ↗

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