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Sr Director, Revenue Enablement

4 hours, 1 minute ago
United States
Full-time
Executive
Sales Enablement
Sales and Business Development
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 74

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 AI tools such as adaptive learning platforms, AI-assisted coaching, and automated content delivery.
  • Establish a repeatable field-enablement motion for AI product releases, from launch readiness through certified competency and adoption milestones.
  • Define and own enablement success metrics tied to revenue outcomes, including ramp time, win rates, pipeline conversion, expansion rates, and forecast accuracy.
  • Build dashboards and reporting frameworks that make enablement ROI visible to senior revenue leadership 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 structured playbooks, AI-assisted call review tools, and inspection cadences.
  • Own the enablement content ecosystem, including messaging frameworks, playbooks, competitive battlecards, training assets, and partner materials.
  • Lead and scale the Enablement organization, steward the budget, and shape policies, processes, and best practices across the sales and marketing organization.

Requirements

  • 12+ years of progressive experience in sales enablement, sales productivity, or GTM strategy within enterprise B2B SaaS.
  • A demonstrated track record of building scalable enablement programs that measurably 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 ability, 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 comfort both setting strategy and building programs hands-on.
  • Outstanding communication skills 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 is preferred.
  • Background in AI enablement or future-of-work strategy, especially in organizations deploying AI/ML into products or GTM motions is preferred.
  • Prior experience at SaaS or enterprise software companies undergoing major product or GTM transitions is preferred.
  • Familiarity with enterprise sales methodologies such as Value Selling, Challenger, or equivalent is preferred.

Benefits

  • US base salary range of $187,500 to $247,500.
  • Eligible for a market-competitive incentive opportunity.
  • Employer-subsidized medical, vision, and dental coverage for full-time employees.
  • 401(k) match at 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.
  • Up to 24 weeks of parental leave.
  • 12 paid holidays per year for US employees.
  • Teleworking options from any registered U.S. location for role-specific positions.
  • Access to professional growth and development resources, including Udemy online courses.
  • Company-funded perks including a counseling membership, local retail discounts, and a personal Smartsheet account.

Interested in this position?

Apply directly on the company website

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