Global Head of Sales Enablement

Sierra
San Francisco
Workplace: OnsiteFull timeUSD 215,000 - 265,000 annuallyFunction: SalesExperience: 12+ yearsSkills: ["Communication","Leadership","Writing","Training","Program management"]

Lead the global sales enablement function, building onboarding, bootcamps, and continuous learning programs; create and maintain playbooks, measurement frameworks, and cross-functional enablement partnerships to accelerate Sierra’s enterprise sales. Scale the enablement program with a team, driving time-to-productivity and revenue outcomes across multiple regions and offices.

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FursaFursa
Sierra
Sierra
3 months ago

Global Head of Sales Enablement

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Last checked: 4 hours agoStatus: Live

Job Summary

Lead the global sales enablement function, building onboarding, bootcamps, and continuous learning programs; create and maintain playbooks, measurement frameworks, and cross-functional enablement partnerships to accelerate Sierra’s enterprise sales. Scale the enablement program with a team, driving time-to-productivity and revenue outcomes across multiple regions and offices.
Location: San Francisco
Workplace: Onsite
Employment Type: Full time
Job Function: Sales
Seniority: Director level

Key Responsibilities

  • •Own onboarding and ramp for all sales roles — building programs that compress time-to-productivity and equip reps to tell Sierra's story credibly from day one.
  • •Lead Sierra's sales bootcamp covering the full motion: pitching, discovery, POC management, competitive positioning, pricing, and the AE/SE/agent development partnership
  • •Build a continuous learning system — certifications, coaching programs, role-specific training tracks, and manager enablement — that raises the skill floor across the entire sales team
  • •Develop and maintain the playbooks that define how Sierra sells: prospecting, discovery, multi-threading, POC management, negotiation, and expansion
  • •Build the measurement framework for enablement — ramp time, quota attainment by cohort, win rates, and program utilization — and hold the function accountable to those numbers

Pay and Benefits

Salary: USD 215,000 - 265,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceRetirementParental LeaveEquity

Key Requirements

  • •12+ years in sales enablement or GTM productivity at an enterprise B2B software company, with experience running programs at significant scale.
  • •Deep understanding of complex enterprise sales motions, including multi-stakeholder cycles with a services or implementation component.
  • •Proven ability to build enablement functions, not just run them — you've started from a foundation and built something that lasted and scaled.
  • •Strong people leader who attracts great talent, develops it, and creates a team culture that reflects Sierra's values.
  • •Exceptional writer and communicator — can craft a crisp playbook and a compelling training session in equal measure.
Experience:12+ yearsEnterprise softwareGTM productivitySales enablement
Skills:CommunicationLeadershipWritingTrainingProgram management
Languages:English

Company Brief

Sierra
Develops advanced AI agents and tools focused on building autonomous, generalist machine learning systems to assist developers and enterprises in automating complex workflows, decision-making, and application-level tasks.
Industry: AI & Machine Learning
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