Dropbox

Head of Global Sales Enablement and AI Adoption

Full-timeNot specifiedRemote - Canada: Select locationsRemoteNot disclosedApply by 5 Oct 2026
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WA

Overview

Role Description Dropbox is looking for a strategic leader to build and scale the next generation of Sales Enablement. As Head of Global Sales Enablement & AI Adoption , you will define how our sales organization learns, executes, and performs at scale. You’ll lead the strategy, operating model, and execution for global enablement while leading how sellers and managers adopt AI capabilities to transform the way they

What you'll do

  • You’ll build scalable enablement programs, modern learning experiences, adoption of AI-enabled workflows and tooling , and measurable operating rhythms that improve business performance-not simply deliver training.
  • If you’re excited about building organizations, influencing executive strategy, and using AI to redefine how revenue teams work, we’d love to meet you.
  • Responsibilities Define and execute the global Sales Enablement strategy and multi-year roadmap aligned to Dropbox’s go-to-market priorities.
  • Build scalable enablement programs that improve seller productivity, manager effectiveness, onboarding, launch readiness, and revenue performance.
  • Partner with Sales, Revenue Operations, Product, Product Marketing, IT, and executive leadership to drive consistent execution across global teams.
  • Partner with GTM Technology and enterprise AI teams to identify, validate, and drive adoption of AI-enabled workflows that improve seller productivity , while maintaining responsible AI governance and usage.
  • Establish measurement frameworks that connect enablement investments to business outcomes, using data to continuously improve programs and prioritize future investments.
  • Build and develop a high-performing enablement organization and create operating mechanisms that reinforce learning, coaching, and adoption.

Requirements

  • Proven success building global enablement strategies that improve seller productivity and measurable business outcomes.
  • Experience partnering with senior executives across Sales, Revenue Operations, Product, Marketing, and Technology to influence strategy and execution.
  • Demonstrated ability to use business performance data to diagnose sales challenges, prioritize investments, and measure program effectiveness.
  • Ability to operate with a transformation-mindset as a builder, willing to break through barriers and challenge the status quo to increase impact.
  • Experience identifying and driving adoption of AI-enabled capabilities within Sales or GTM organizations through enablement, training, and change management.
  • Strong leadership experience building, developing, and coaching high-performing teams through periods of growth and change.
  • Excellent executive communication, influence, and organizational leadership skills.
  • Preferred Qualifications Experience leading enablement across enterprise, commercial, and product-led sales motions.

Skills

GoScala

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