Smartsheet

Sr Director, Revenue Enablement

Boston, MA, USA · Director · Full-time

Sponsorship not specified$188k-$248kDetected 22 days ago

Machine LearningSalesCustomer SuccessLeadershipCommunicationMentoring

About the role

Smartsheet is in the midst of a significant transformation.
The company's AI roadmap is fundamentally changing what our platform can do - and the pace of that innovation is accelerating.
The opportunity in front of us is clear.

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter.
Drive consistent application of sales methodology and competitive positioning, translating enablement investment into measurable improvement in conversion and deal size
Strong cross-functional credibility - able to partner with and influence senior leaders across Sales, Marketing, Product, and Customer Success
Personal paid Volunteer Day to support our community
Let's build what's next, together.

Define and continuously evolve the enterprise B2B selling competencies required to win in Smartsheet's market - including AI fluency as a core selling skill.
12+ years of progressive experience in sales enablement, sales productivity, or GTM strategy within enterprise B2B SaaS

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
Experience in a PE-backed or sponsor-backed environment, with familiarity operating at the pace, rigor, and accountability PE ownership demands
Background in AI enablement or future-of-work strategy, particularly in organizations actively deploying AI/ML into core products or go-to-market motions
Prior experience at SaaS or enterprise software companies that have undergone significant product or GTM transitions
Familiarity with enterprise sales methodologies (Value Selling, Challenger, or equivalent) and how to operationalize them at scale

US employees receive 12 paid holidays per year
Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from.
US Base Salary Pay Range
$187,500 - $247,500 USD

Employer subsidized medical/vision and dental coverage for full-time employees
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
Up to 24 weeks of Parental Leave
Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account
Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location.

Now, in our most ambitious chapter yet, we are uniting human teams with AI agents.
By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking.
Smartsheet is a leading enterprise platform for dynamic work, empowering organizations to plan, execute, and report on work at scale.
We are at a pivotal moment - accelerating our AI capabilities, evolving our operating model, and building the organizational infrastructure to scale intelligently.
We welcome diverse perspectives and nontraditional paths-because we know that impact comes from individuals who care deeply and challenge thoughtfully.

Employer:
Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.
If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.
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Experience in a PE-backed or sponsor-backed environment, with familiarity operating at the pace, rigor, and accountability PE ownership demands

This listing is sourced directly from Smartsheet's careers page and normalized into a canonical job model.