[Hiring] Director, Revenue Enablement @Smartsheet

Role Description

The Revenue Enablement Director, Technical Skills Enablement leads the Technical Skills track of Role Excellence. You will build and run the strategy that gives Solution Engineers, Customer Success Managers, and Professional Services consultants the platform and solution competence to drive demonstrated customer outcomes. You will be a deeply technical, strategic leader and executive influencer who earns credibility with Product, Engineering, and field leaders alike.

Technical depth is critical to the customer engagement journey, and it is what turns a sold solution into realized outcomes. You will ensure customer-facing teams can competently use AI and FDE solutions and the Smartsheet platform to design, demonstrate, deploy, and optimize solutions with confidence.

This is a build-the-future role, not a maintain-the-program role. We are reshaping how customer-facing teams are prepared to win and retain customers as AI changes how customers buy, evaluate, and use execution management platforms. You will define the strategic, future capabilities of your Center of Enablement Excellence, moving from event-based enablement to always-on, data-driven, proficiency-aware skilling measured by revenue attainment, and lead a team and a set of cross-functional partners to make it real at scale.

This Director role reports to the VP of Revenue Enablement.

You Will:

• Own the Technical enablement strategy, hands-on experiences, and reinforcement for customer-facing roles, graduated by role and proficiency.
• Build a technically authoritative enablement capability and scenario-based assessment.
• Lead the technical content capability, partnering with Customer Education and Product.
• Drive predictable, role-specific technical skilling for prioritized GTM plays tied to product General Availability.
• Collaborate deeply with the Consultative Skills CoE.
• Equip managers to assess and coach technical proficiency in their teams.
• Drive measurable proficiency outcomes tied to revenue and report them to senior leadership.
• Set the strategy and own the outcomes for your Center of Enablement Excellence.
• Operate as a strategic leader and executive influencer.
• Build and lead a high-performing team; hire, coach, and develop leaders.
• Drive execution with rigor.
• Apply AI and modern learning technology to scale.
• Partner as one team with fellow CoE Directors.

Qualifications

• Technical credibility in SaaS, work management, automation, or enterprise platforms.
• Experience designing hands-on technical learning, certification, and validation programs at scale.
• The ability to translate complex product and architecture concepts for a range of audiences.
• 12+ years of experience in enablement, learning and development, sales or customer-facing operations.
• 6+ years of experience leading managers and/or senior individual contributors.
• Demonstrated ability to influence and partner with senior and executive stakeholders.
• Proven strategic thinking and execution.
• Experience building programs on a competency or proficiency framework.
• Proven record of leading teams in sales and metric-driven roles.
• Prior success building AI and FDE solution fluency across SE, CS, and PS roles.
• A track record of improving field proficiency and customer outcomes with data.
• Strong command of adult learning principles and modern enablement technology.
• Executive-level communication, storytelling, and presentation skills.
• Experience managing budgets, vendors, and global programs across time zones.
• BA/BS required; MBA or advanced degree preferred, or equivalent experience.

Benefits

• Employer subsidized medical/vision and dental coverage for full-time employees.
• 401k Match to help you save for your future.
• Monthly stipend to support your work and productivity.
• Flexible Time Away Program, plus Sick Time Off.
• Life insurance, short-term, and long-term disability plans.
• 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.
• Company Funded Perks, including a counseling membership and local retail discounts.
• Teleworking options from any registered location in the U.S.
• Competitive base salary range for roles that may be hired in different geographic areas.