Sierra
Onboarding Lead, Sales Enablement
$210K–$255K
San Francisco, CA · On-site · Full-time · Posted Oct 22, 2026
- Experience
- 6+ years.
About the job
Build and lead global onboarding for Account Executives and Sales Engineers, developing their selling skills, product knowledge, and AI fluency while measuring program impact.
What you'll do
- Design and deliver role-specific onboarding through cohort sessions, workshops, certifications, and role-plays.
- Establish ramp metrics and improve outcomes using feedback, AI tools, and cross-functional collaboration.
- Develop a global program adaptable to regional teams and keep its content current as the product and market evolve.
What they ask for
- 6+ years in sales enablement at a high-growth B2B software company, including hands-on onboarding or training and cross-functional program management.
- Experience designing and delivering onboarding for quota-carrying and technical sellers.
- Demonstrated ability to prioritize stakeholder requests and connect enablement to business outcomes.
- Strong facilitation skills, technical-product learning ability, and daily hands-on AI tool use with experience teaching adoption.
Nice to have
- Experience with sales kickoff or product launch enablement; selling or supporting sales in AI, SaaS, or enterprise software.
- Familiarity with enablement platforms such as Highspot, Seismic, Salesforce, or Gong; experience running onboarding during rapid headcount growth or handing off a program.
Pay
USD 210K – 255K base salary
Tools
AI agents, enterprise software, Highspot, Seismic, Salesforce, Gong
AI focus
Teach sellers AI fluency and how Sierra uses AI; use AI tools for enablement content creation, role-play, call coaching, and self-serve answers.
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