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Agents of Transformation

This independent GeekWire editorial series explores the people, companies, and ideas behind the rise of AI agents, with a related event planned for Seattle in early 2026.

  • News
May 21, 2026, 7:59 AM

AI is not your strategy: Author and business advisor Brian Evergreen explains why vision comes first

Brian Evergreen, a former Microsoft AI leader and author of Autonomous Transformation, argues that most companies are approaching AI backward — starting with the technology instead of a vision for what they want to create. In a live GeekWire Podcast recording, he explains how leaders can adjust their approach.

May 5, 2026, 3:00 AM

Microsoft’s new research finds an AI ‘paradox’ holding companies back

Microsoft’s 2026 Work Trend Index finds that the biggest barrier to AI at work isn’t the technology or the workers — it’s the organizations around them. Only 13% of AI users say they’re rewarded for experimenting with AI in their jobs.

Apr 17, 2026, 9:54 AM

The $100-a-month workforce: How an entrepreneur uses AI bots to bootstrap a Portland delivery startup

Meet the Oregon-based startup founder using agentic AI to launch a delivery startup that supports the sale of secondhand goods.

Apr 9, 2026, 9:51 AM

Microsoft 365 Copilot and the end of the single-model era in enterprise AI

Microsoft’s decision to have GPT and Claude check each other’s work inside Microsoft 365 Copilot’s Researcher agent signals a broader shift: the single-model era in enterprise AI may be over.

Apr 1, 2026, 9:00 AM

Donations meet disruption: Nonprofits navigate the AI era with mix of enthusiasm and anxiety

At Microsoft’s global nonprofit summit, 1,500 groups tackled the AI paradox: bridging the gap between tech potential and the high costs of real-world deployment.

Mar 25, 2026, 2:00 PM

Everyone is a builder: Microsoft and OpenAI execs on the new era of AI-powered personal software

Software in the age of AI agents is becoming something anyone can create on the fly — which could have major implications in the way “applications” are designed, built, and used.

Mar 25, 2026, 9:53 AM

Startups pitch big AI ideas during mini-competition at GeekWire’s ‘Agents of Transformation’

Ideas from Pay-i, Cascade, Autessa and GemaTEG were pitched to the crowd and a panel of judges, with Pay-i founder David Tepper emerging as winner and most impressive under pressure.

Mar 25, 2026, 8:19 AM

Beyond the chatbot: At GeekWire summit, AI leaders say the era of autonomous agents is already here

The debate over whether AI will transform industries is over. At GeekWire’s Agents of Transformation summit in Seattle, founders, executives and others had moved on to harder questions — what’s working, what isn’t, and how fast everything is moving.

Mar 24, 2026, 7:10 PM

Job candidates are starting to negotiate AI token budgets, changing the dynamics of hiring

Lamanna’s comments at GeekWire’s Agents of Transformation event reflect how access to AI models is becoming as fundamental as salary in compensation negotiations.

Mar 23, 2026, 10:41 AM

GeekWire’s AI summit is Tuesday: What to know if you’re attending our ‘Agents of Transformation’ event

The event in Seattle on Tuesday will explore how agentic AI is redefining work, creativity, and leadership.

Mar 19, 2026, 10:35 AM

The rise of vertical AI agents — and the startups racing to build them

For this installment in our Agents of Transformation series, GeekWire examined the rising trend of vertical AI agents — tools built to do one job exceptionally well by combining models with domain-specific data, workflows, and context.

Mar 2, 2026, 1:56 PM

Last chance to grab early bird tickets for GeekWire’s AI summit in Seattle, March 24

The focus is on questions that are top of mind for many right now: What does the rise of AI agents mean for productivity, the future of work, and the way companies and industries operate?

Feb 17, 2026, 8:23 AM

GeekWire’s AI summit to feature key leaders from Amazon, Microsoft, and more, on March 24 in Seattle

GeekWire announces the first wave of speakers for its Agents of Transformation summit on March 24 in Seattle, including leaders from AWS, Microsoft, Outreach, and AI startup Vercept.

Feb 11, 2026, 6:00 AM

Agents, OpenAI, deepfakes, and the messy reality of the AI boom: A conversation with Oren Etzioni

Computer scientist and entrepreneur Oren Etzioni shares his unvarnished take on AI agents, the platform race, OpenAI, deepfakes, and what good AI leadership looks like, during a conversation at an Accenture-hosted event in Bellevue.

Jan 14, 2026, 8:52 AM

GeekWire’s new AI summit will explore how agents are transforming business and work

We’re excited to announce a new GeekWire event for 2026: “Agents of Transformation: Inside the AI Shift.” This half-day summit… Read More

Jan 8, 2026, 7:04 AM

Microsoft debuts Copilot Checkout, joining AI shopping race vs. Amazon, Google and OpenAI

Microsoft is rolling out a new “Copilot Checkout” feature that lets shoppers complete purchases directly inside its AI chatbot, betting that its enterprise ties and retailer relationships can help it compete with OpenAI, Google and Amazon in the race toward AI-driven commerce.

Dec 30, 2025, 8:32 AM

How Microsoft is betting on AI agents in Windows, dusting off a winning playbook from the past

Microsoft is pushing AI agents deep into Windows, reviving a platform strategy that once made the PC operating system dominant. The question is whether that approach can still work in a world defined by phones, browsers, and the cloud.

Nov 15, 2025, 7:30 AM

Real revenue, actual value, and a little froth: Read AI CEO David Shim on the emerging AI economy

Read AI CEO David Shim talks with GeekWire’s John Cook about the realities of the AI boom — solid fundamentals with some froth at the edges, rising demand for AI assistants, the growing value of cross-team intelligence and multi-platform tools, and the potentially controversial emergence of digital work twins.

Nov 13, 2025, 7:38 AM

Inside Microsoft’s new ‘Experience Center One’: What we learned at the edge of the AI frontier

In the glowing demo rooms of Microsoft’s new Experience Center One, the company is making a high-stakes pitch for the potential of AI agents — attempting to get businesses on board with its vision of the future.

Oct 23, 2025, 8:12 AM

The new AI executive assistants: Smarter, faster, still not as good as the real thing

A new generation of AI executive assistants is taking on tasks like scheduling, travel, and email — but they’re still far from matching human judgment. GeekWire’s new Agents of Transformation series explores where the technology truly stands.

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