Senior Director, Revenue Enablement

New
F
Five9B2B SaaS, Contact Center
United States (Remote)Full-TimeDirector
Salary$107,900 — $336,200 USD
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Job Details

Experience
10+ years of experience in sales and/or revenue enablement; 5+ years leading and developing teams.
Required Skills
Salesforce

Requirements

  • 10+ years of experience in sales and/or revenue enablement.
  • 5+ years leading and developing teams.
  • Track record building or significantly scaling an enablement function.
  • Demonstrated ability to tie enablement work to revenue outcomes rather than activity metrics.
  • Deep understanding of B2B SaaS sales process, methodology, and deal management.
  • Experience designing an enablement technology stack.
  • Strong executive presence and proven ability to influence senior stakeholders.
  • Bachelor’s degree or equivalent experience.
  • Preferred: Experience in contact center, CCaaS, or UCaaS industries.
  • Preferred: Experience enabling sales teams on AI products and AI-assisted workflows.
  • Preferred: Hands-on proficiency with AI tools for content development and program design.
  • Preferred: Background supporting global, multi-region sales organizations.
  • Preferred: Familiarity with Highspot, Seismic, Gong, Salesforce, and sales analytics.

Responsibilities

  • Develop and communicate a multi-year revenue enablement strategy aligned with Five9 growth and sales priorities.
  • Establish a measurement model connecting enablement activation to business results like ramp time, certifications, and pipeline build.
  • Present enablement performance and investment cases to executive leadership with evidence of ROI.
  • Drive onboarding programs to reduce time to first deal and full productivity.
  • Lead the enablement strategy for AI integration into daily seller workflows.
  • Partner with Sales, Operations, Product, Marketing, and Channel teams to align capabilities with go-to-market priorities.
  • Build, coach, and develop a high-performing enablement team across seven functional areas.
  • Manage the enablement budget, vendor relationships, and technology stack (LMS, conversation intelligence, roleplay tools).
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$107,900 — $336,200 USD
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