[Editor’s Note: Agents of Transformation is an independent GeekWire series and 2026 event, underwritten by Accenture, exploring the people, companies, and ideas behind the rise of AI agents.]

What separates the dot-com bubble from today’s AI boom? For serial entrepreneur David Shim, it’s two things the early internet never had at scale: real business models and customers willing to pay.

People used the early internet because it was free and subsidized by incentives like gift certificates and free shipping. Today, he said, companies and consumers are paying real money and finding actual value in AI tools that are scaling to tens of millions in revenue within months.

But the Read AI co-founder and CEO, who has built and led companies through multiple tech cycles over the past 25 years, doesn’t dismiss the notion of an AI bubble entirely. Shim pointed to the speculative “edges” of the industry, where some companies are securing massive valuations despite having no product and no revenue — a phenomenon he described as “100% bubbly.”

He also cited AMD’s deal with OpenAI — in which the chipmaker offered stock incentives tied to a large chip purchase — as another example of froth at the margins. The arrangement had “a little bit” of a 2000-era feel of trading, bartering and unusual financial engineering that briefly boosted AMD’s stock.

But even that, in his view, is more of an outlier than a systemic warning sign.

“I think it’s a bubble, but I don’t think it’s going to burst anytime soon,” Shim said. “And so I think it’s going to be more of a slow release at the end of the day.”

Shim, who was named CEO of the Year at this year’s GeekWire Awards, previously led Foursquare and sold the startup Placed to Snap. He now leads Read AI, which has raised more than $80 million and landed major enterprise customers for its cross-platform AI meeting assistant and productivity tools.

He made the comments during a wide-ranging interview with GeekWire co-founder John Cook. They spoke about AI, productivity, and the future of work at a recent dinner event hosted in partnership with Accenture, in conjunction with GeekWire’s new “Agents of Transformation” editorial series.

We’re featuring the discussion on this episode of the GeekWire Podcast. Listen above, and subscribe to GeekWire in Apple Podcasts, Spotify, or wherever you listen. Continue reading for more takeaways.

Successful AI agents solve specific problems: The most effective AI implementations will be invisible infrastructure focused on particular tasks, not broad all-purpose assistants. The term “agents” itself will fade into the background as the technology matures and becomes more integrated.

Human psychology is shaping AI deployment: Internally, ReadAI is testing an AI assistant named “Ada” that schedules meetings by learning users’ communication patterns and priorities. It works so quickly, he said, that Read AI is building delays into its responses, after finding that quick replies “freak people out,” making them think their messages didn’t get a careful read.

Global adoption is happening without traditional localization: Read AI captured 1% of Colombia’s population without local staff or employees, demonstrating AI’s ability to scale internationally in ways previous technologies couldn’t.

“Multiplayer AI” will unlock more value: Shim says an AI’s value is limited when it only knows one person’s data. He believes one key is connecting AI across entire teams, to answer questions by pulling information from a colleague’s work, including meetings you didn’t attend and files you’ve never seen.

“Digital Twins” are the next, controversial frontier: Shim predicts a future in which a departed employee can be “resurrected” from their work data, allowing companies to query that person’s institutional knowledge. The idea sounds controversial and “a little bit scary,” he said, but it could be invaluable for answering questions that only the former employee would have known.

Subscribe to GeekWire in Apple Podcasts, Spotify, or wherever you listen.

Alaska Airlines said Friday it has hired global consulting firm Accenture to conduct a full audit of its technology systems, part of a broader push to improve reliability after two major IT outages in recent months. The review will include a top-to-bottom examination of the airline’s systems, standards, and processes.

The move follows a major outage last week that grounded flights for eight hours. The Seattle-based company said more than 49,000 passengers had their travel plans disrupted and more than 400 flights were canceled across Alaska Airlines and its subsidiary Horizon Air. The outage was severe enough to postpone the company’s scheduled quarterly earnings call. 

Alaska said the outage was due to a failure at its primary data center and was not related to a cybersecurity incident.

In a new regulatory filing, the airline said it does not plan on rescheduling its third quarter call and will provide updated guidance for its fourth quarter in early December, “once the full financial impact of the recent IT disruptions is understood.”

A separate July outage, caused by a failure of a “critical piece of hardware” at Alaska’s data centers, was expected to reduce earnings by about $0.10 per share, or roughly $12 million.

Alaska said it has boosted IT infrastructure spending by nearly 80% since 2019, investing in redundant data centers and migrating more guest-facing systems to the cloud.

The airline operates a hybrid infrastructure, blending its own data centers with third-party cloud platforms, according to an interview last year with Vikram Baskaran, Alaska’s vice president of IT.

Alaska began migrating workloads to Microsoft Azure around 2015 and continues to maintain its own data centers for critical workloads, according to the interview.

Earlier this week, Alaska had another IT disruption, but this time blamed Microsoft Azure, which itself had an outage that temporarily disrupted operations for customers worldwide. The disruption impacted Alaska’s subsidiary Hawaiian Airlines.