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Sr Director, Revenue Enablement

3 weeks, 3 days ago
United States
Full-time
Lead
Sales Enablement
Sales and Business Development
Machine Learning
Apply Now
Smartsheet

Smartsheet

Smartsheet provides an enterprise work management platform that enables teams to efficiently manage projects, automate processes, and enhance collaboration through a user-friendly interface that combines spreadsheet functionality with advanced workflow...

Internet Software & Services
1K-5K
Founded 2005
View All Jobs 64

Description

  • Design and operate an AI-augmented enablement system that reduces time-to-productivity for new hires and accelerates adoption of new product capabilities.
  • Build scalable, role-based learning programs using adaptive learning, AI-assisted coaching, and automated content delivery.
  • Establish a repeatable enablement motion for AI product releases from launch readiness through certified field competency.
  • Define and own enablement success metrics tied to revenue outcomes such as ramp time, win rates, pipeline conversion, expansion rates, and forecast accuracy.
  • Build dashboards and reporting frameworks to make enablement ROI visible and guide program decisions.
  • Translate GTM strategy into quarterly enablement priorities with clear owners, milestones, and accountability.
  • Partner with Product Marketing to turn AI feature messaging into field-ready narratives, objection handling, and competitive positioning.
  • Operationalize Strategic Value Selling with playbooks, AI-assisted call review tools, and inspection cadences.
  • Own the enablement content ecosystem, including playbooks, battlecards, training assets, and partner materials.
  • Lead, grow, and steward the enablement team, budget, policies, and processes while driving cross-functional execution.

Requirements

  • 12+ years of progressive experience in sales enablement, sales productivity, or GTM strategy within enterprise B2B SaaS.
  • Proven experience building scalable enablement programs that improved ramp time, win rates, or pipeline conversion.
  • Deep fluency with AI-powered enablement tools and conviction that AI changes how sales organizations learn and execute.
  • Strong analytical capability, including defining metrics, building dashboards, and using data to diagnose performance gaps.
  • Ability to partner with and influence senior leaders across Sales, Marketing, Product, and Customer Success.
  • Execution-oriented mindset with the ability to set strategy and also build and run programs.
  • Outstanding communication and executive presence for senior GTM audiences.
  • Bachelor’s degree required; MBA or advanced degree preferred.
  • Experience in a PE-backed or sponsor-backed environment preferred.
  • Background in AI enablement or future-of-work strategy, especially in organizations deploying AI/ML into products or GTM motions preferred.
  • Experience at SaaS or enterprise software companies undergoing major product or GTM transitions preferred.
  • Familiarity with enterprise sales methodologies such as Value Selling or Challenger preferred.

Benefits

  • Competitive US base salary of $187,500 to $247,500, plus a market-competitive incentive opportunity.
  • Employer-subsidized medical, vision, and dental coverage for full-time employees.
  • 401(k) match: 50% of your contribution up to the first 6% of eligible pay.
  • Monthly stipend to support work and productivity.
  • Flexible Time Away Program plus sick time off.
  • 12 paid holidays per year and up to 24 weeks of parental leave.
  • Smartsheet-sponsored life insurance, short-term disability, and long-term disability coverage for US employees.
  • Professional growth and development opportunities, including access to Udemy online courses.
  • Company-funded perks including a counseling membership, local retail discounts, and a personal Smartsheet account.
  • Teleworking options from any registered location in the U.S. for role-specific arrangements.
  • Personal paid Volunteer Day to support the community.

Interested in this position?

Apply directly on the company website

Apply Now

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