A Year in, Smartsheet CEO Raj Singh Bets on a New Vision Beyond the Company’s Flagship Product
The AI-native platform is designed to close the gap between planning and execution by giving teams real-time visibility into work and outcomes.
- On Wednesday, Smartsheet CEO Raj Singh unveiled vsActual, an AI product that reads company strategy and budgets while tracking work across tools like Slack, Workday, and Jira, during his keynote at the Engage conference in Seattle.
- Founded two decades ago, Smartsheet specializes in spreadsheet-style project management software and was taken private in January 2025 by Vista Equity Partners and Blackstone in an $8.4 billion deal.
- Singh is building the product with 12 enterprise design partners from major food service, financial services, and health systems. vsActual flags when projects drift off course, such as launches slipping nine weeks.
- Targeting CEOs, CFOs, and COOs rather than project managers, the launch signals Smartsheet's shift from task management to governing strategy. The company also introduced consumption-based pricing with base fees plus credits.
- Futurum Group analyst Keith Kirkpatrick noted the strategy requires Smartsheet to sell to finance-led buyers, as many executives still perceive the platform as a "glorified Excel" tool rather than strategic governance.
16 Articles
16 Articles
A year in, Smartsheet CEO Raj Singh bets on a new vision beyond the company’s flagship product
Smartsheet CEO Raj Singh unveils vsActual, an AI product that customers can use without Smartsheet, during his keynote at the company’s Engage conference in Seattle on Wednesday. (GeekWire Photo / Todd Bishop) Smartsheet’s biggest new product in years doesn’t require Smartsheet. The Bellevue, Wash.-based company on Wednesday unveiled vsActual, as in “plan versus actual,” an AI product that reads a company’s strategy and budgets, tracks the work …
Rajeev Singh, Smartsheet CEO: A Fortt Knox Update
Smartsheet, now private, unveiled vsActual, its first standalone agentic product — software that runs a corporation's annual operating planning start to finish, built on a context graph assembled over 20 years. Speaking with Jon Fortt, CEO Rajeev Singh also detailed a shift to "AI as UI" access and a move beyond per-seat fees. He said gross and net dollar retention are rising, with more customers now paying over $1 million a year.
With vsActual, Smartsheet Moves From the Project to the Decision
Smartsheet used its ENGAGE 2026 keynote in Seattle on November 4 to launch vsActual, a planning and execution product aimed at the CEO, CFO and COO. With it, Smartsheet moves up from the project managers who built the company to the decision makers above them, and it reaches those executives through the AI tools they already use every day. Its agents can now be called from Smart Assist or from a connected AI assistant, and its MCP server already…
vsActual bridges the gap between strategic planning and execution by connecting systems, tracking, and reporting to planning, enabling teams and leaders to catch potential drifts while they can still be resolved. BELLEVUE, Wash.–(BUSINESS WIRE)– Smartsheet, the AI-powered enterprise work management platform, today unveiled a new AI-native product for strategic planning and execution at ENGAGE […]
Smartsheet’s new AI tool tracks corporate strategies, suggests fixes
Work management software vendor Smartsheet has launched a new tool to help executives oversee company-wide strategies, with AI agents that monitor progress, identify problems, and recommend fixes. vsActual, announced Wednesday at Smartsheet’s Engage event, is a standalone “AI-native” application, separate from the company’s core work management software. It pulls data from a variety of business applications, including Oracle, Salesforce, SAP, an…
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