Remote opportunity at
SmartsheetDirector, Revenue Enablement - Technical Skills Enablement (Remote Eligible)
Smartsheet develops a cloud-based platform for work execution that helps organizations plan, manage, automate, and report on work at scale, and is currently integrating human teams…
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About This Role
Smartsheet develops a cloud-based platform for work execution that helps organizations plan, manage, automate, and report on work at scale, and is currently integrating human teams with AI agents. The company is hiring a Director, Revenue Enablement - Technical Skills Enablement to lead the Technical Skills track of Role Excellence. This position is a strategic, hands-on leadership role responsible for building and executing the technical skilling strategy for Solution Engineers,…
Job Description
Smartsheet develops a cloud-based platform for work execution that helps organizations plan, manage, automate, and report on work at scale, and is currently integrating human teams with AI agents. The company is hiring a Director, Revenue Enablement - Technical Skills Enablement to lead the Technical Skills track of Role Excellence. This position is a strategic, hands-on leadership role responsible for building and executing the technical skilling strategy for Solution Engineers, Customer Success Managers, and Professional Services consultants. The chosen candidate will shape how customer-facing professionals master AI solutions, FDE solutions, and the Smartsheet platform to drive demonstrated client outcomes and business growth.
This is a leadership role designed for an experienced professional who can transition enablement from event-based training to an always-on, data-driven, and proficiency-aware function. The director will collaborate extensively with cross-functional partners including Product, Engineering, Sales, Customer Success, and People teams to align enablement investment with revenue goals, such as deal velocity and net retention. The ideal candidate brings deep technical credibility in SaaS or enterprise platforms, strong executive presence, and a history of building high-performing learning programs.
Responsibilities
- Manage the technical enablement strategy, interactive learning experiences, and reinforcement for client-facing personnel according to role and proficiency levels
- Establish authoritative technical enablement programs and scenario-based assessments that adapt to an evolving platform and AI portfolio
- Direct technical content creation while collaborating with Customer Education and Product teams to maintain consistent internal and external learning materials
- Drive role-specific technical skilling aligned with product general availability moments
- Coordinate closely with the Consultative Skills Center of Excellence to integrate technical and consultative capabilities in customer interactions
- Equip managers through the Manager and Leader Enablement Center of Excellence to evaluate and coach team technical proficiency
- Track and report proficiency metrics tied to revenue, such as technical win rates, solution attach rates, time to first customer value, and net retention
- Translate organizational objectives into a multi-quarter roadmap detailing behavior change and business impact metrics
- Influence executive stakeholders across Sales, Customer Success, Professional Services, Product, and People divisions to secure alignment and investment
- Recruit, mentor, and develop a high-performing team while managing budgets, vendors, and global programs across time zones
- Utilize artificial intelligence and modern learning technologies to deliver just-in-time, proficiency-aware skilling experiences
Requirements
- 12 or more years of professional experience in enablement, learning and development, sales or customer-facing operations, or a related discipline within a high-growth SaaS or technology company
- 6 or more years of experience leading managers or senior individual contributors with a background in building and retaining high-performing teams
- Demonstrated ability to build programs based on a competency or proficiency framework
- Experience using data to connect enablement investments directly to business outcomes such as annual recurring revenue and pipeline
- Proven track record of building AI and FDE solution fluency across solution engineering, customer success, and professional services roles
- Strong command of adult learning principles, modern enablement technology, and AI-enabled content delivery
- Executive-level communication, storytelling, and presentation skills
Qualifications
- Technical credibility in SaaS, work management, automation, or enterprise platforms derived from leading solution engineering, customer success, or professional services teams
- Experience designing hands-on technical learning, certification, and validation programs at scale
- Ability to translate complex product and architecture concepts for diverse audiences while partnering with Engineering and Product leaders
- Bachelor of Arts or Bachelor of Science degree
- Master of Business Administration or advanced degree
Core Skills
Benefits
- Employer-subsidized medical, vision, and dental coverage for full-time employees
- 401(k) match program matching 50% of contributions up to the first 6% of eligible pay
- Monthly stipend to support work and productivity
- Flexible Time Away Program alongside sick time off
- Company-sponsored life insurance, short-term disability, and long-term disability plans
- 12 paid holidays per year
- Up to 24 weeks of parental leave
- Personal paid volunteer day
- Access to professional growth opportunities including Udemy online courses
- Company-funded perks including a counseling membership, local retail discounts, and a personal Smartsheet account
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the salary range for the Director, Revenue Enablement position?
The US base salary pay range is between USD 180,000 and 210,000 per year, with actual compensation determined by factors such as professional level, educational experience, skills, and candidate location.
Is this job remote?
Yes, the posting notes teleworking options from any registered location in the U.S. and states the position is remote eligible.
What level of experience is required for this role?
Candidates must have 12 or more years of experience in enablement, learning and development, or customer-facing operations within a high-growth SaaS or technology company, including 6 or more years of experience leading managers or senior individual contributors.
What educational qualifications are needed?
A Bachelor of Arts or Bachelor of Science degree is required, while an MBA or advanced degree is preferred, though equivalent experience is also considered.
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