VP, Product Management (Remote Eligible)

Smartsheet•Bellevue, WA

4d•$291,250 - $338,750•Remote

About The Position

Smartsheet is seeking a VP of Product Management to lead AI product strategy. This role involves defining the company's AI vision and roadmap, ensuring a cohesive approach to AI's transformation of the product. The team will establish strategic direction for AI agents, evaluation infrastructure, and AI-powered capabilities, from platform foundations to customer-facing features. The position reports to the Chief Product and Technology Officer and is eligible for remote work within the US.

Requirements

15+ years experience as a product manager for a software product, B2B or B2C cloud experience preferred.
15+ years experience as a people manager.
Experience developing and shipping AI features or AI-powered products, with deep familiarity with generative AI, agentic systems, and responsible AI practices.
Experience working with UX and engineering teams; deep commitment to customers and team collaboration.
Passionate drive and extraordinary ability to communicate with customers, colleagues, and executives.
Passion for web-based business software.
Ability to evaluate and discuss technical concepts.
Experience working with data analytics and visualization.

Responsibilities

Lead a high-performing product team focused on defining and executing Smartsheet's comprehensive Applied AI product strategy.
Define the strategic roadmap for AI product initiatives — from conversational experiences, MCP, automations, specialized agents, and evaluation infrastructure through to AI-powered features in customer-facing products — ensuring a cohesive, coordinated vision.
Own the business outcomes of the AI portfolio — define the success metrics (adoption, retention, expansion, and revenue impact), set the targets, and hold the team accountable to them.
Instrument, measure, and iterate: build the data and evaluation foundation that tells us whether AI features are actually working, and use it to make hard prioritization calls — including what to sunset.
Move fast in a fast-moving space — ship, learn, and adjust in short cycles rather than waiting for perfect information.
Lead cross-functional alignment with Product Marketing, Pricing and Packaging, and Sales to shape the Go To Market strategy that positions Smartsheet's AI advantages and educates the market.
Partner with Customer Excellence and Sales leadership to ensure your AI product strategy addresses customer needs around AI implementation, responsible AI governance, and AI-powered automation.
Work with design leadership to establish a vision for compelling, intuitive AI experiences that are accessible and trustworthy across all customer segments.
Stay informed of AI market trends, competitive innovations, and emerging use cases to inform your strategic recommendations and keep Smartsheet at the forefront of AI-driven work management.
Build and develop a world-class product management team, establishing clear goals around AI strategy execution and product impact.

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)