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Sunny Gupta

Apptio co-founders reunite to launch enterprise AI startup Thira with $21M in funding led by Madrona

Apptio co-founders Sunny Gupta and Kurt Shintaffer launched Thira, a Bellevue-based enterprise AI startup, with $21 million in seed funding led by Madrona. Thira is building AI agents to autonomously handle IT support tickets and other back-office work at large companies. Read More

Raj Singh named Smartsheet CEO, returning to his enterprise tech roots in the Seattle area

The co-founder of Concur and former Accolade CEO takes over Smartsheet amid industry shifts, private-equity ownership, and new opportunities to reshape enterprise software with AI. Read More

Smartsheet cuts jobs shortly after departure of longtime CEO

Smartsheet has cut more than 120 jobs amid a leadership transition and its $8.4B private equity takeover, as the Bellevue-based software company accelerates its push into artificial intelligence. Read More

Smartsheet CEO Mark Mader retiring; Apptio co-founder Sunny Gupta will take over enterprise giant

After leading Smartsheet for nearly two decades, Mark Mader is leaving the Bellevue, Wash.-based enterprise software giant. The company announced… Read More

Sunny Gupta on Apptio’s lightbulb moment, and the key questions behind the tech company’s success

For Sunny Gupta, the inspiration behind Apptio started with a simple question: What are you struggling with? After selling two… Read More

Apptio CEO Sunny Gupta stepping down, 17 years after founding enterprise software giant

Sunny Gupta, who launched Apptio more than 17 years ago and helped build the Seattle-area company into an enterprise software… Read More

From idea to IPO to IBM: How Apptio defied the skeptics on its 16-year journey to a $4.6B deal

Feb. 9, 2017, will go down as one of the toughest days in Apptio’s history. It had been less than… Read More

IBM’s $4.6B Apptio deal marks another new era for Seattle-area cloud and IT management company

IBM announced a deal Monday to buy Apptio for $4.6 billion from Vista Equity Partners, less than five years after… Read More

Apptio CEO Sunny Gupta gets $196 million payday as private equity buyout closes

It’s a good day to be Sunny Gupta. The Apptio co-founder and CEO stood to make $196 million as the… Read More

Apptio CEO Sunny Gupta: Going private doesn’t change our growth mentality

Apptio will have more freedom to grow its IT spending management business as a private company, according to co-founder and… Read More

Q&A: Apptio CEO Sunny Gupta talks life as a public company, breaking even, and besting the competition

Apptio is settling in after completing its first quarter as a public company. Though the company is still not profitable, losses… Read More

Unicorn envy: Where is Seattle’s next billion-dollar idea?

View image | gettyimages.com Once upon a time, there was an exclusive club that only allowed technology companies worth $1 billion… Read More

Memo: Apptio bylaw change causes stir, but company denies IPO connection

Is Apptio prepping for an IPO? No, the company says. However, a memo sent to ex-employees by Apptio general counsel… Read More

Apptio raises $45 million at a hefty valuation, plans to accelerate ‘on all fronts’

Apptio is not playing small ball. Just 14 months after raising a $50 million venture round, Bellevue-based Apptio is back… Read More

Fast-growing Apptio opens new HQ, plans hiring surge of more than 100 in 2013

Bellevue-based Apptio has a new logo, a new headquarters and a growing slate of new customers. But one thing remains… Read More

Newsmakers 2012: Apptio’s Sunny Gupta swings for the fences

The thing we’ve always liked about Sunny Gupta is that he’s not playing “small ball.” Nope, the entrepreneur is taking a… Read More

Apptio’s valuation pegged at $600 million: Could IPO come next?

New details are emerging about Apptio’s huge $50 million venture round, which closed six months ago from T. Rowe Price,… Read More

Best of Startup Day: Sunny Gupta’s lessons on raising venture capital

We’re continuing our build-up to GeekWire Startup Day — taking place Sept. 22 at Meydenbauer Center in Bellevue— with videos from… Read More

Here are 5 tech companies from Seattle that could take the IPO plunge in 2012

The world may be waiting on a Facebook IPO. And while there’s some chatter about whether the $5 billion public… Read More

Holy cow! Apptio on pace to top $50 million in bookings this year

Apptio CEO Sunny Gupta has been talking for some time now about building the next big enterprise software company in the… Read More

Inrix CEO: Seattle tech scene gets solid A (with one exception)

Inrix CEO Bryan Mistele knows just how hard it is to raise venture capital. Before the company grew to more… Read More

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