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Senior Director, Revenue Enablement
Location
United States
Posted
1 day ago
Salary
$187.5K - $247.5K / year
Seniority
Senior
Job Description
Senior Director, Revenue Enablement
Smartsheet
• Design and operate a modern, AI-augmented enablement system that dramatically compresses time-to-productivity for new hires and time-to-adoption for new product capabilities. • Build scalable, role-based learning programs that leverage AI tools — including adaptive learning platforms, AI-assisted coaching, and automated content delivery — to increase throughput without proportional headcount growth. • Establish a repeatable motion for enabling the field on AI product releases: from launch readiness to certified competency, with measurable adoption milestones. • Define and own the success metrics that connect enablement activity to revenue outcomes — ramp time, win rates, pipeline conversion, expansion rates, and forecast accuracy. • Build dashboards and reporting frameworks that make the ROI of enablement visible to the CMO and CRO, and that inform program decisions. • Translate Smartsheet’s broader GTM strategy into quarterly enablement priorities with clear owners, milestones, and accountability. • Partner closely with Product Marketing to ensure that AI feature messaging is translated into crisp, field-ready narratives, objection handling frameworks, and competitive positioning. • Own the motion that takes a product release from “launched” to “seller-certified” — designing the programs, content, and inspection cadences that make readiness a standard, not an exception. • Operationalize Strategic Value Selling methodology, supported by structured playbooks, AI-assisted call review tools, and inspection cadences. • Define and continuously evolve the enterprise B2B selling competencies required to win in Smartsheet’s market — including AI fluency as a core selling skill. • Drive consistent execution of sales methodology, deal rigor, and pipeline hygiene through both programming and data-driven inspection. • Own the enablement content ecosystem: messaging frameworks, playbooks, competitive battlecards, training assets, and partner materials. • Lead the evaluation, adoption, and optimization of AI-powered enablement tools — from conversational intelligence platforms to AI content generation and readiness scoring. • Partner with Revenue Operations to ensure the enablement and sales technology stack is integrated, instrumented, and driving measurable seller productivity. • Build, inspire, and scale a high-performing Enablement organization, fostering a culture of accountability, continuous growth, and measurable impact. • Own and steward the Enablement budget, making strategic investment decisions that directly accelerate revenue growth and sales productivity. • Shape company-wide strategic direction as a senior leadership stakeholder, driving program decisions with a focus on operational excellence and measurable business outcomes.
Job Requirements
- 12+ years of progressive experience in sales enablement, sales productivity, or GTM strategy within enterprise B2B SaaS
- 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 genuine conviction that AI fundamentally changes how sales organizations learn and execute
- Highly analytical: comfortable defining metrics, building dashboards, and using data to diagnose performance gaps and measure program impact
- Strong cross-functional credibility — able to partner with and influence senior leaders across Sales, Marketing, Product, and Customer Success
- Execution-oriented: equally comfortable setting strategy and rolling up sleeves to get programs built and running
- Outstanding communication and executive presence — able to translate complex GTM challenges into clear, compelling recommendations for senior audiences
- Bachelor’s degree required; MBA or advanced degree preferred
Benefits
- Employer subsidized medical/vision and dental coverage for full-time employees
- 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
- Monthly stipend to support your work and productivity
- Flexible Time Away Program, plus Sick Time Off
- US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans
- US employees receive 12 paid holidays per year
- Up to 24 weeks of Parental Leave
- Personal paid Volunteer Day to support our community
- Opportunities for professional growth and development including access to Udemy online courses
- Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account
- Teleworking options from any registered location in the U.S. (role specific)
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