
Rajeev “Raj” Singh has made a profession out of seeing the following wave earlier than it hits. He guess on software-as-a-service with journey expense big Concur three many years in the past. He guess on digital care with Accolade earlier than telehealth went mainstream.
Now, he’s betting that Smartsheet can redefine enterprise software program for the AI period.
“If this transformation second weren’t occurring, I in all probability wouldn’t be right here,” Singh stated in an interview with GeekWire after his keynote at Smartsheet Interact in Seattle.
Singh took the stage Wednesday morning on the firm’s annual convention — lower than 30 days into his new function as CEO of the Bellevue-based software program maker finest recognized for serving to companies manage and observe work.
Based twenty years in the past, Smartsheet is certainly one of area’s iconic tech corporations, with a big buyer base of main companies and greater than $1 billion in annual income. It went non-public earlier this yr in a $8.4 billion take care of Vista Fairness Companions and Blackstone.
Smartsheet competes in a crowded and fast-evolving marketplace for productiveness and work-management software program that features legacy gamers reminiscent of Microsoft, Google, and Salesforce, together with newer challengers together with Asana, Monday.com, Airtable, and ClickUp.
Singh, who succeeds longtime CEO Mark Mader, framed the transition as a possibility to problem previous perceptions of Smartsheet. He referenced enterprise consumers who nonetheless ask if it’s simply an “on-line spreadsheet firm” or a to-do listing supervisor.
“It’s time to step out of the shadows for Smartsheet,” Singh stated in his keynote speech.

Smartsheet on Wednesday announced new options as a part of its “Clever Work Administration” platform that mixes AI brokers, data graphs, and automation.
Singh described the evolution of AI in three phases: copilots as era one, autonomous brokers as era two, and cross-system automation — the mixing of a number of enterprise tech stacks — as era three.
“That final one is basically onerous, and there’s just a few corporations on the earth that may do it,” Singh stated. “We’re going to be a kind of that lead the world there.”
He stated Smartsheet is targeted is on utilizing AI to drive enterprise outcomes.
“Brokers aren’t definitionally invaluable,” Singh stated. “What’s invaluable is productiveness. What’s invaluable is income. What’s invaluable is value discount. What’s invaluable is high quality enchancment. That’s what you’ll be able to cost for — AI is a software, not a income mannequin.”
Underneath new non-public fairness possession, Singh stated Smartsheet has extra freedom to speed up.
“It provides us extra license to do what we have to do and to go quick — which we have now to do,” he stated.
Requested how Smartsheet will compete in opposition to AI-driven startups tackling work productiveness, Singh — who lately invested in a Seattle-area AI firm — stated incumbents nonetheless maintain the sting “if they’ve braveness.”
“The incumbency benefit is clients, workflows, knowledge,” he informed GeekWire. “If I’ve petabytes of information and also you’ve received none — for those who beat me by understanding my buyer higher than me, then I used to be asleep on the change and I used to be presupposed to lose.
“You would possibly go sooner constructing software program, however I ought to go sooner constructing perception. And if I lose, it’s as a result of I used to be lazy. If I lose, it’s as a result of I wasn’t paying consideration. And I’d prefer to assume that’s not going to be us.”