Rajeev Singh appointed Chief Executive Officer at Smartsheet

Smartsheet has announced the appointment of Rajeev Singh as its new Chief Executive Officer and member of its Board of Directors.

Rajeev Singh succeeds Sunny Gupta, who has served as acting CEO since July and will remain in his role as Executive Chair of the Board.

Singh brings experience from his roles at technology companies including Concur and Accolade, where he contributed to business growth and development. His appointment marks a new phase in Smartsheet's corporate strategy as the company aims to position itself more firmly within the AI-enhanced enterprise work management sector.

Sunny Gupta commented on the appointment and Singh's qualities.

"The Board and I were deeply impressed by Rajeev's vision and his extensive experience in building and scaling iconic software companies. Rajeev's customer-first mindset and operational expertise are second to none. When coupled with his track record as an industry visionary at category-creating companies, we are excited for him to scale Smartsheet to the next phase by leveraging AI investments."

Smartsheet is currently focused on transforming itself into what it terms the "Intelligent Work Management platform". This effort involves utilising both personnel and artificial intelligence to improve the speed and effectiveness of customer outcomes. Singh's history in managing high-growth software-as-a-service firms is expected to be a key factor in this strategic direction.

Describing his approach as he takes on the CEO role, Singh expressed his intentions for the initial period of his tenure.

"I am incredibly excited to join the Smartsheet team. I've long admired Smartsheet for its unique position in the market and the immense value it delivers to customers. The company has an incredible foundation, and I am particularly drawn to its vision of becoming the essential platform for intelligent work. My immediate focus will be to connect with our customers, partners and employees, understand their needs and ensure our strategy is perfectly aligned with the opportunities ahead. We will prioritize accelerating our AI investments and strengthening our position as the go-to platform where people and technology partner to get work done."

Gupta had led the company in an interim capacity since July. The company's statement highlights Singh's appointment as a continuation of Smartsheet's commitment to delivering a secure and trusted platform for enterprise users managing critical projects and processes.

Smartsheet asserts that its platform is used by millions of people globally and reports penetration across more than 85% of companies in the 2025 Fortune 500 list. The company's board and Singh have signalled that a substantial part of its strategy will now include accelerated investment in artificial intelligence, in line with industry moves towards expanding AI and automation within business process management.

Industry observers note that Singh's past experiences include scaling SaaS businesses through periods of growth and technological change, suggesting alignment with Smartsheet's current objectives. His arrival comes at a time when enterprise clients are seeking improved productivity solutions and more seamless integrations between human workforces and AI-powered systems.