GeekWire

This week on the GeekWire Podcast, we discuss how AI is transforming our local tech giants, changing the fundamental nature of work, and blurring the lines between human and machine.

We dive into the memo that has Amazon employees either signing up for AI training or updating their resumes; unpack why you're answering emails at 10 p.m.; and explain how one of us ended up quizzing his dentist's office assistant (or was it an AI chatbot?) about whether he or she (or it?) was human. Then we ask the new Alexa+ what it (she?) thinks about the exchange. 

Related stories

• Andy Jassy’s long game: Amazon’s reinvention enters its 5th phase as AI upends the workforce
• Amazon CEO: AI will shrink corporate workforce in coming years
• The ‘infinite workday’ is here — and Microsoft says AI will make it worse if we’re not careful

With GeekWire co-founders Todd Bishop and John Cook.

See omnystudio.com/listener for privacy information.

A message from GeekWire co-founder Todd Bishop: This episode of the GeekWire Podcast is unlike any we’ve done before. It touches on some of the most contentious and disputed issues in the tech industry, and in the world more broadly. 

It started with my curiosity and desire to understand something that happened in March, at GeekWire’s independent Microsoft @ 50 event. I was on stage interviewing Microsoft Vice Chair and President Brad Smith when the conversation was interrupted by a protester. 

The group behind the protest, called No Azure for Apartheid, represents current and former Microsoft employees who want the company to end its cloud computing and AI contracts with the Israeli military. They cite concerns over how they believe their work is being used by Israel.

Addressing the larger issues raised by the group, Microsoft said in a May 15 post that it conducted internal and external reviews and “found no evidence to date that Microsoft’s Azure and AI technologies have been used to target or harm people in the conflict in Gaza.” 

After covering Microsoft’s statements and the group’s response — and seeing the continued protests unfold at Microsoft events — I decided to dig deeper and learn more. 

As part of that, I invited one of the organizers of No Azure for Apartheid to join me on this podcast, for a conversation about the motivations behind the group, their views on Microsoft’s responsibilities, and how the tech industry intersects with international conflicts. 

Our guest is software engineer Hossam Nasr, who was fired by Microsoft last year related to protests on the Microsoft campus. In fact, he was the first to protest inside the GeekWire event.

What followed was a complex conversation — one that at times went beyond Microsoft’s role into broader political and ethical criticisms of Israel’s actions in Gaza. 

These are deeply polarizing issues, and we know there are strong, divergent opinions about them. I’ve added context conveying Microsoft’s responses, and noting areas where statements and characterizations about Israel, Palestine, and Gaza are the subject of dispute. 

The conversation includes detailed descriptions of the ongoing conflict in Gaza and some historical comparisons that some listeners may find disturbing or offensive. And lastly, we recorded this conversation in late May, before the latest developments in the Middle East.

Related Links: 

• Microsoft: Statement on the Issues Relating to Technology Services in Israel and Gaza
• Associated Press: As Israel uses US-made AI models in war, concerns arise about tech’s role in who lives and who dies
• AP: Microsoft fires employees who organized vigil for Palestinians killed in Gaza
• +972: Leaked documents expose deep ties between Israeli army and Microsoft
• The Verge: Microsoft blocks emails that contain ‘Palestine’ after employee protests
• Guardian: Microsoft deepened ties with Israeli military to provide tech support during Gaza war

Editing by Curt Milton. Read more at GeekWire.com.

See omnystudio.com/listener for privacy information.

Fifteen years ago, Steve Jobs and Apple had just introduced the first iPad, Steve Ballmer’s Microsoft had been left for dead, and nerdy online bookseller Jeff Bezos was still getting Amazon settled into its South Lake Union HQ. That’s when we started this podcast.

This week, we’re going back to 2010, revisiting clips from the earliest days of the show. We remember what was happening with Amazon, Microsoft, and Seattle’s startup scene, and try to wrap our heads around all the things that have changed since then.

With GeekWire co-founders Todd Bishop and John Cook.

Audio editing by Curt Milton.

See omnystudio.com/listener for privacy information.

This week on the GeekWire Podcast, we discuss Amazon's new licensing deal with The New York Times for AI content training, and go behind the scenes at two different office spaces: Microsoft's redeveloped Redmond campus and Remitly's new Seattle HQ.

• Amazon inks deal with New York Times to license newspaper’s content for AI platforms

• Rebooting Redmond: Microsoft’s new campus reflects ongoing transformation, uncertain future

• A world away in the heart of Seattle: Remitly’s new HQ provides more room to collaborate — and grow

With GeekWire co-founder Todd Bishop and reporter Kurt Schlosser. 

See omnystudio.com/listener for privacy information.

Satya Nadella’s offhand remark at Build, about Elon Musk once interning at Microsoft, sparked a mystery that sent us digging through biographies and transcripts in search of confirmation.

We also break down Microsoft’s new AI moves, announced this week at the company's Build developer conference, and consider what its agentic ambitions mean for tech jobs and the economy.

Plus, a sharp warning from Microsoft President Brad Smith on Washington state’s fading focus on innovation.

RELATED STORIES

• Elon and Satya, together again: Microsoft brings Musk’s xAI models to Azure, despite OpenAI feud
• Microsoft expands AI roster with Anthropic and xAI integrations, looking beyond OpenAI alliance
• Businessweek: Microsoft’s CEO on How AI Will Remake Every Company, Including His
• Washington state cuts back economic development program amid criticism of innovation approach
• ‘We better wake up’: Microsoft’s Brad Smith sounds alarm as state enacts controversial tax plan
• Washington governor approves new business taxes, acknowledges potential ‘unintended consequences’

With GeekWire co-founders Todd Bishop and John Cook. Edited by Curt Milton.

See omnystudio.com/listener for privacy information.

Box CEO and co-founder Aaron Levie joins the GeekWire Podcast to talk about the company’s latest AI initiatives, including a new integration with Microsoft 365 Copilot and a suite of Box AI agents designed to help businesses analyze content, extract data, and generate insights. 

Levie shares how AI is changing the way he and his team work, explains why he believes 2025 is still “day one” for enterprise AI agents, and offers a realistic take on what AI can — and can’t — do today. He also reflects on Box’s evolution, the shifting role of content in the enterprise, and why he thinks AI is creating more work, not less.

RELATED LINKS

• GeekWire: Box tightens Microsoft ties with new Copilot integration, builds out its own suite of AI agents
• Aaron Levie: How AI is changing my work as CEO at Box

With GeekWire co-founder Todd Bishop

See omnystudio.com/listener for privacy information.

This week on the GeekWire Podcast: The rapid acceleration of artificial intelligence takes center stage in business technology spending, in Washington D.C., and in the global tech power struggle.

We break down a headline-grabbing U.S. Senate hearing on AI and U.S.–China competitiveness, featuring testimony from Microsoft’s Brad Smith and OpenAI’s Sam Altman. There was also a fun Seattle tech callback in the form of a hot-mic moment from Sen. Maria Cantwell during Sen. Ted Cruz's opening statement.

Plus, we dive into a new global survey from Amazon Web Services showing just how quickly companies are making generative AI their top tech priority — even ahead of cybersecurity.

U.S. Senate Committee on Commerce, Science, and Transportation: Winning the AI Race: Strengthening U.S. Capabilities in Computing and Innovation

• OpenAI CEO Sam Altman: ChatGPT will ‘probably not’ replace Google as top search engine
• Previously: Microsoft asks Trump to loosen chip export limits
• Bloomberg: Trump plans to rescind AI chip export curbs

Amazon Web Services Generative AI Adoption Index

• Generative AI tops cybersecurity in 2025 tech budget priorities, new AWS study finds

With GeekWire co-founders Todd Bishop and John Cook.

See omnystudio.com/listener for privacy information.

Recorded live at the 2025 GeekWire Awards in Seattle, this episode features industry leaders navigating a shifting tech and political landscape. Amid celebrations of AI breakthroughs, startup milestones, and community-building, guests discuss deeper concerns: capital flight, regulatory headwinds, and what the region needs to retain its innovation edge.

Featured on the show:

• Ambika Singh, founder and CEO of Armoire (Workplace of the Year winner)

• Joseph Williams, Washington State Department of Commerce (Public Policy Champion for Innovation)

• Emer Dooley, Creative Destruction Lab, University of Washington (Geeks Give Back honoree)

• Laura Ruderman, CEO of the Technology Alliance

• Aviel Ginzburg, co-founder at Foundations (Geeks Give Back honoree)

• Anand Subbaraj, CEO of Zuper (CEO of the Year finalist)

Related coverage: 

• GeekWire Awards 2025 revealed: Community ‘alive and well’ at annual celebration of best in tech
• Photos: Inside the GeekWire Awards, where it was ‘game on’ for a night of networking and more

Presented by Astound Business Solutions, with category sponsors BECU, Baker Tilly, JLL, WTIA, Alltech, Wilson Sonsini, and First Tech.

With GeekWire co-founder Todd Bishop.

See omnystudio.com/listener for privacy information.

On this special episode of the GeekWire Podcast, we break down a public clash between Amazon and the White House over tariffs, transparency, and politics.

After a report from Punchbowl News suggested Amazon would start displaying the cost of President Trump’s tariffs on product prices, White House Press Secretary Karoline Leavitt called it a “hostile and political act” during a press briefing — saying she had just spoken to the president about it.

Amazon responded by clarifying that the idea had come from a small team behind its Amazon Haul discount storefront but was never approved and “not going to happen.” Meanwhile, CNN reported that Trump personally called Jeff Bezos to complain.

Related links and content

GeekWire: ‘Not going to happen’: Amazon responds to White House barb over purported tariff transparency plan

Punchbowl News: Amazon to display tariff costs for consumers

Reuters, 2021: Amazon partnered with China propaganda arm

CNN's Alayna Treene on X: "Scoop: Trump called Amazon founder Jeff Bezos Tuesday morning to complain about reports that his company was considering displaying the cost U.S. tariffs next to prices for certain products on its website, two senior White House officials told @CNN."

Amazon statement: "The team that runs our ultra low cost Amazon Haul store considered the idea of listing import charges on certain products. This was never approved and is not going to happen.”

GeekWire Podcast: How Amazon is adapting to the TikTok generation, and what it says about the state of Prime

With GeekWire co-founder Todd Bishop

See omnystudio.com/listener for privacy information.

On this week’s GeekWire Podcast: Microsoft sees a future where humans manage fleets of AI agents — promising to fundamentally change the way companies are run and work gets done. Plus, we dive into the story of Chainguard, the $3.5 billion cybersecurity startup proving that a fully remote company can scale fast without a physical office. And we explore how AI is reshaping everyday life, from travel planning to home repairs.

Related stories

Meet your new AI teammate: Microsoft sees humans as ‘agent bosses,’ upending the workplace: Microsoft’s 2025 Work Trend Index envisions a future where employees manage AI agents, fundamentally reshaping organizational structures.

Chainguard doesn’t have an office. Here’s how the $3.5B cybersecurity startup makes remote work: A look at how Chainguard successfully operates as a fully remote company, including intentional communication and periodic in-person gatherings.​

With GeekWire co-founder Todd Bishop and editor Taylor Soper. Edited by Curt Milton.

See omnystudio.com/listener for privacy information.