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Head of Sales Enablement

200k – 295kSunnyvale, CASales EnablementOnsite5+ YOE
Summary

Lead and scale the global sales enablement function at a VC-backed AI startup, owning strategy, onboarding, training, content, and GTM readiness to accelerate sales productivity and revenue outcomes.

About the role

Key Responsibilities

Strategic Enablement Leadership

  • Develop and own a comprehensive sales enablement strategy aligned with growth goals, sales segmentation, and go-to-market motions (Enterprise, Commercial, Channel, and Public Sector).
  • Partner with Sales Leadership to identify skill gaps, pipeline friction, and execution bottlenecks, translating them into high-impact enablement initiatives.
  • Scale enablement programs globally, supporting multiple regions, languages, and specialized roles including Account Executives, SDRs, Sales Engineers, Channel Managers, and Sales Leaders.
  • Serve as a trusted advisor to sales leadership on execution excellence, messaging consistency, and deal strategy.

Onboarding, Training & Development

  • Design and continuously refine best-in-class onboarding programs that reduce ramp time and accelerate time-to-first deal.
  • Own ongoing skill development across discovery, value-based selling, competitive positioning, AI/vision-based use cases, and multi-stakeholder deal management.
  • Build structured certification programs covering product knowledge, sales methodology, vertical use cases, and leadership development.
  • Enable sales managers with coaching frameworks, inspection cadences, and enablement-driven support.

Content & Sales Playbooks

  • Own the creation and evolution of sales content including pitch decks, demo flows, battlecards, talk tracks, objection handling, case studies, and vertical-specific playbooks.
  • Ensure enablement content aligns tightly to buyer journey, ICPs, and differentiated AI value proposition.
  • Maintain a centralized, easily accessible enablement content system with clear ownership and regular refresh cycles.

Product Launch & GTM Readiness

  • Lead sales readiness for new product releases, features, and packaging changes ensuring sellers are confident and effective at launch.
  • Partner closely with Product and Marketing to translate technical capabilities into compelling customer-facing narratives and sales motions.
  • Drive consistent messaging across direct sales and channel partners.

Performance Measurement & Optimization

  • Define and track enablement KPIs such as onboarding ramp time, quota attainment, win rates, content adoption, and training effectiveness.
  • Use data and insights to continuously optimize enablement programs and demonstrate clear ROI to executive leadership.
  • Deliver regular reporting and recommendations to Sales and Executive Leadership.

Sales Events & GTM Alignment

  • Own enablement strategy and execution for Sales Kickoffs (SKO), QBRs, regional trainings, and leadership offsites.
  • Act as a connective layer across Sales, Sales Ops, Marketing, Product, and Customer Success to ensure GTM alignment and execution consistency.

Team Leadership

  • Build, mentor, and scale a high-performing sales enablement team capable of supporting rapid growth.
  • Establish clear roles, career paths, and success metrics for enablement team members.

Requirements

Must-Have Experience

  • 5+ years of experience in Sales Enablement, GTM Enablement or Revenue Enablement in high-growth B2B SaaS or enterprise technology companies.
  • Proven experience building enablement from the ground up in a startup or scale-up environment, including onboarding, training, certification, content, and tooling.
  • Experience building role-based enablement for Account Executives, SDRs, Sales Engineers, Channel Partners, and Sales Leaders.
  • Experience enabling verticalized GTM motions, such as public sector, education, enterprise, or regulated industries.
  • Highly analytical mindset with the ability to measure enablement impact and tie initiatives directly to revenue outcomes.
  • Comfortable operating in ambiguity and moving fast in a VC-backed startup environment, balancing speed, quality, and scale.

Nice-to-Have

  • Experience supporting global sales teams across multiple regions and time zones.
  • Prior exposure to channel or partner enablement programs.
  • Background in physical security, surveillance, or adjacent industries.
Skills
Sales EnablementGTM EnablementRevenue EnablementOnboarding ProgramsSales TrainingSales PlaybooksContent CreationCertification ProgramsKPI MeasurementB2B SaaS
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