What should we make of Jeff Bezos' decision to move his primary residence from Seattle to Miami? That's our first topic on this week's episode. Plus, Convoy's final destination; a new AI feature from Seattle startup Yoodli that helps startup founders hone their pitches; and Amazon tests Bluetooth earplugs for warehouse workers.

Related stories and links
‘Seattle, you will always have a piece of my heart’: Jeff Bezos leaving Amazon’s hometown for Miami
Jeff Bezos’ move out of Washington state sparks questions about wealth taxes
Swimming from Seattle? Jeff Bezos’ big move brings us full circle from the mid-1990s

Flexport buys Convoy’s tech; Convoy CEO Dan Lewis, other employees to join freight company

AI-powered ‘VC pitch coach’ from Yoodli helps startup founders prepare to face investors

Amazon tests letting warehouse workers listen to music and other audio via Bluetooth earplugs

With GeekWire co-founders Todd Bishop and John Cook. 

What should we make of Jeff Bezos' decision to <a href="https://www.geekwire.com/2023/seattle-you-will-always-have-a-piece-of-my-heart-jeff-bezos-leaving-amazons-hometown-for-miami/">move his primary residence from Seattle to Miami</a>? That's our first topic on this week's episode. Plus, <a href="https://www.geekwire.com/2023/flexport-buys-convoys-tech-convoy-ceo-dan-lewis-other-employees-to-join-freight-company/">Convoy's final destination; </a>a <a href="https://www.geekwire.com/2023/ai-powered-vc-pitch-coach-from-yoodli-helps-startup-founders-prepare-to-face-investors/?_thumbnail_id=796653">new AI feature from Seattle startup Yoodli</a> that helps startup founders hone their pitches; and Amazon <a href="https://www.geekwire.com/2023/amazon-tests-letting-warehouse-workers-listen-to-music-and-other-audio-via-bluetooth-earplugs/">tests Bluetooth earplugs for warehouse workers</a>.
Related stories and links
<ul>
<li><a href="https://www.geekwire.com/2023/seattle-you-will-always-have-a-piece-of-my-heart-jeff-bezos-leaving-amazons-hometown-for-miami/">‘Seattle, you will always have a piece of my heart’: Jeff Bezos leaving Amazon’s hometown for Miami</a></li>
<li><a href="https://www.geekwire.com/2023/jeff-bezos-move-out-of-washington-state-sparks-questions-about-wealth-taxes/">Jeff Bezos’ move out of Washington state sparks questions about wealth taxes</a></li>
<li><a href="https://www.geekwire.com/2023/swimming-from-seattle-jeff-bezos-big-move-brings-us-full-circle-from-the-mid-1990s/">Swimming from Seattle? Jeff Bezos’ big move brings us full circle from the mid-1990s</a></li>
</ul>
<a href="https://www.geekwire.com/2023/flexport-buys-convoys-tech-convoy-ceo-dan-lewis-other-employees-to-join-freight-company/">Flexport buys Convoy’s tech; Convoy CEO Dan Lewis, other employees to join freight company</a>
<a href="https://www.geekwire.com/2023/ai-powered-vc-pitch-coach-from-yoodli-helps-startup-founders-prepare-to-face-investors/?_thumbnail_id=796653">AI-powered ‘VC pitch coach’ from Yoodli helps startup founders prepare to face investors</a>
<a href="https://www.geekwire.com/2023/amazon-tests-letting-warehouse-workers-listen-to-music-and-other-audio-via-bluetooth-earplugs/">Amazon tests letting warehouse workers listen to music and other audio via Bluetooth earplugs</a>
With GeekWire co-founders Todd Bishop and John Cook.

GeekWire brings you the week's latest technology news, trends and insights, covering the world of technology from our home base in Seattle. Our regular news podcast features commentary and analysis from our editors and reporters, plus interviews with special guests.

GeekWire reporters John Cook, Todd Bishop and guests talk about the latest tech news and trends.

GeekWire

Jeff Bezos' big move, Convoy's final stop, AI meets VC

This week: Microsoft is offering buyouts to about 60,000 employees, roughly a quarter of its workforce, including some executives. We discuss what's behind the offer, why buyout stories draw so much interest from readers, and how it fits with a blockbuster quarter that included $10 billion in revenue from OpenAI.

Amazon CEO Andy Jassy predicts that AWS and Amazon's stores business could each reach $1 trillion in annual revenue in the next five to 10 years, even as the cost of Amazon's AI buildout cuts into its profits.

Todd also tests Amazon's new Bee AI wearable, which listens to the first part of the show, summarizes the conversation and offers a critique of its own. John starts to come around on the device, with reservations about its shopping-related features.

Plus, our Halloween costumes, and a GeekWire Trivia Challenge about T-Mobile perks.

Related stories and links
Microsoft makes new ‘voluntary exit’ offer to about a quarter of its workforce, including some execs
Bigger than Bing or Xbox: Microsoft’s OpenAI haul reaches $10B in quarterly revenue
Choosing their own moment: Why these longtime Microsofties are taking the buyout
Andy Jassy’s prediction: Amazon could have two $1 trillion businesses within a decade
AWS growth hits 39%, its fastest in nearly five years, as Amazon misses on earnings
Amazon’s new AI devices can listen to conversations and suggest things to buy — if you opt in
Amazon’s new Bee AI devices have a bystander problem, says former AWS security engineer
T-Mobile’s new ‘T-Mix’ plans let customers trade phone deals for Netflix, ESPN and other perks

With Todd Bishop and John Cook. Edited by Curt Milton. Music by Daniel L.K. Caldwell.

This week: Microsoft is offering buyouts to about 60,000 employees, roughly a quarter of its workforce, including some executives. We discuss what's behind the offer, why buyout stories draw so much interest from readers, and how it fits with a blockbuster quarter that included $10 billion in revenue from OpenAI.
Amazon CEO Andy Jassy predicts that AWS and Amazon's stores business could each reach $1 trillion in annual revenue in the next five to 10 years, even as the cost of Amazon's AI buildout cuts into its profits.
Todd also tests Amazon's new Bee AI wearable, which listens to the first part of the show, summarizes the conversation and offers a critique of its own. John starts to come around on the device, with reservations about its shopping-related features.
Plus, our <a href="https://lnkd.in/p/grCB7iKN">Halloween costumes</a>, and a GeekWire Trivia Challenge about T-Mobile perks.
Related stories and links
<ul dir="ltr">
<li><a href="https://www.geekwire.com/2026/microsoft-makes-new-voluntary-exit-offer-to-more-than-a-quarter-of-its-workforce-including-some-execs/">Microsoft makes new &lsquo;voluntary exit&rsquo; offer to about a quarter of its workforce, including some execs</a></li>
<li><a href="https://www.geekwire.com/2026/bigger-than-bing-or-xbox-microsofts-openai-haul-reaches-10b-in-quarterly-revenue/">Bigger than Bing or Xbox: Microsoft&rsquo;s OpenAI haul reaches $10B in quarterly revenue</a></li>
<li><a href="https://www.geekwire.com/2026/choosing-their-own-moment-why-these-longtime-microsofties-are-taking-the-buyout/">Choosing their own moment: Why these longtime Microsofties are taking the buyout</a></li>
<li><a href="https://www.geekwire.com/2026/andy-jassys-prediction-amazon-could-have-two-1-trillion-businesses-within-a-decade/">Andy Jassy&rsquo;s prediction: Amazon could have two $1 trillion businesses within a decade</a></li>
<li><a href="https://www.geekwire.com/2026/aws-growth-hits-39-its-fastest-in-nearly-five-years-as-amazon-misses-on-earnings/">AWS growth hits 39%, its fastest in nearly five years, as Amazon misses on earnings</a></li>
<li><a href="https://www.geekwire.com/2026/amazons-new-ai-devices-can-listen-to-conversations-and-suggest-things-to-buy-if-you-opt-in/">Amazon&rsquo;s new AI devices can listen to conversations and suggest things to buy &mdash; if you opt in</a></li>
<li><a href="https://www.geekwire.com/2026/amazons-new-bee-ai-devices-have-a-bystander-problem-says-former-aws-security-engineer/">Amazon&rsquo;s new Bee AI devices have a bystander problem, says former AWS security engineer</a></li>
<li><a href="https://www.geekwire.com/2026/t-mobiles-new-t-mix-plans-let-customers-trade-phone-deals-for-netflix-espn-and-other-perks/">T-Mobile&rsquo;s new &lsquo;T-Mix&rsquo; plans let customers trade phone deals for Netflix, ESPN and other perks</a></li>
</ul>
With Todd Bishop and John Cook. Edited by Curt Milton. Music by Daniel L.K. Caldwell.

Microsoft's big buyout, Amazon's trillion-dollar future, and an AI wearable reviews our show

This week: Microsoft’s longtime communications chief, Frank X. Shaw, looks back on nearly three decades of telling the company’s story as he prepares to leave at the end of the year. Joined by veteran Microsoft reporter and GeekWire contributing writer Mary Jo Foley, Shaw talks about working for Bill Gates, Steve Ballmer and Satya Nadella, the mistakes he’d handle differently, and what companies of any size can learn about the evolution of communications and working with reporters.

Related Stories and Links
Microsoft comms chief Frank Shaw to exit after nearly three decades shaping the company’s message
Internal memos: Microsoft shakes up communications as Nadella makes a push to build in public
Microsoft’s ‘lost decade’: Vanity Fair piece accurate but incomplete
Frank X. Shaw: Things I’m Thinking About
Mary Jo Foley’s GeekWire stories

With GeekWire co-founder Todd Bishop. Edited by Curt Milton. Music by Daniel L.K. Caldwell.

This week: Microsoft&rsquo;s longtime communications chief, Frank X. Shaw, looks back on nearly three decades of telling the company&rsquo;s story as he prepares to leave at the end of the year. Joined by veteran Microsoft reporter and GeekWire contributing writer Mary Jo Foley, Shaw talks about working for Bill Gates, Steve Ballmer and Satya Nadella, the mistakes he&rsquo;d handle differently, and what companies of any size can learn about the evolution of communications and working with reporters.
Related Stories and Links
<ul dir="ltr">
<li><a href="https://www.geekwire.com/2026/microsoft-comms-chief-frank-shaw-to-exit-after-nearly-three-decades-shaping-the-companys-message/">Microsoft comms chief Frank Shaw to exit after nearly three decades shaping the company&rsquo;s message</a></li>
<li><a href="https://geekwire.com/2026/internal-memos-microsoft-shakes-up-communications-as-nadella-makes-a-push-to-build-in-public/">Internal memos: Microsoft shakes up communications as Nadella makes a push to build in public</a></li>
<li><a href="https://www.geekwire.com/2012/microsofts-lost-decade-vanity-fair-piece-accurate-incomplete/">Microsoft&rsquo;s &lsquo;lost decade&rsquo;: Vanity Fair piece accurate but incomplete</a></li>
<li><a href="https://fxshaw.com">Frank X. Shaw: Things I&rsquo;m Thinking About</a></li>
<li><a href="https://www.geekwire.com/author/maryjofoley/">Mary Jo Foley&rsquo;s GeekWire stories</a></li>
</ul>
With GeekWire co-founder Todd Bishop. Edited by Curt Milton. Music by Daniel L.K. Caldwell.

Exit interview: Microsoft’s comms chief on CEOs, reporters, what he got wrong, and stories that stuck

We start this week's GeekWire Podcast by opening the listener mailbag, highlighting some recent comments and emails that set a new standard for critical feedback, in different ways.

We discuss Vayo, the AI travel venture Booking Holdings is launching in Seattle, home of its biggest rival, Expedia. Led by recent guest Mike Fridgen, Vayo uses AI agents to manage your trips. It's an example of the broader push to build personalized AI agents, even as more companies wall off their sites from rival agents.

Then we take on LinkedIn’s list of the top Seattle startups, where four of the top 10, including No. 1 Anthropic, aren’t headquartered in the region.

And in the final segment, we talk about Amazon’s new Bee AI wearables, which can turn things you say into shopping suggestions on Amazon.com if you opt in and pay $12 a month. That leads into the GeekWire Trivia Challenge, about an earlier Amazon wristband that listened to you.

Related links:
Booking Holdings unveils AI travel startup Vayo, based in Seattle, with a planned $100M investment
LinkedIn just released its list of the top 10 Seattle startups: One problem, nearly half aren’t based in the region
Amazon’s new AI devices can listen to conversations and suggest things to buy — if you opt in
Amazon’s Halo disappears: Tech giant discontinues health devices and service, promises refunds

Edited and produced by Curt Milton; Music by Daniel L.K. Caldwell. 

We start this week's GeekWire Podcast by opening the listener mailbag, highlighting some recent comments and emails that set a new standard for critical feedback, in different ways.
We discuss <a href="https://www.geekwire.com/2026/booking-holdings-unveils-ai-travel-startup-vayo-based-in-seattle-with-a-planned-100m-investment/">Vayo</a>, the AI travel venture Booking Holdings is launching in Seattle, home of its biggest rival, Expedia. Led by <a href="https://www.geekwire.com/2026/live-show-amazon-meta-and-the-fight-over-the-future-of-ai-plus-is-seattle-still-the-place-to-build/">recent guest</a> Mike Fridgen, Vayo uses AI agents to manage your trips. It's an example of the broader push to build personalized AI agents, even as more companies wall off their sites from rival agents.
Then we take on LinkedIn&rsquo;s <a href="https://www.geekwire.com/2026/linkedin-just-released-its-list-of-the-top-10-seattle-startups-one-problem-nearly-half-arent-based-in-the-region/">list of the top Seattle startups</a>, where four of the top 10, including No. 1 Anthropic, aren&rsquo;t headquartered in the region.
And in the final segment, we talk about Amazon&rsquo;s <a href="https://www.geekwire.com/2026/amazons-new-ai-devices-can-listen-to-conversations-and-suggest-things-to-buy-if-you-opt-in/">new Bee AI wearables</a>, which can turn things you say into shopping suggestions on Amazon.com if you opt in and pay $12 a month. That leads into the GeekWire Trivia Challenge, about an earlier Amazon wristband that listened to you.
Related links:
<ul dir="ltr">
<li><a href="https://www.geekwire.com/2026/booking-holdings-unveils-ai-travel-startup-vayo-based-in-seattle-with-a-planned-100m-investment/">Booking Holdings unveils AI travel startup Vayo, based in Seattle, with a planned $100M investment</a></li>
<li><a href="https://www.geekwire.com/2026/linkedin-just-released-its-list-of-the-top-10-seattle-startups-one-problem-nearly-half-arent-based-in-the-region/">LinkedIn just released its list of the top 10 Seattle startups: One problem, nearly half aren&rsquo;t based in the region</a></li>
<li><a href="https://www.geekwire.com/2026/amazons-new-ai-devices-can-listen-to-conversations-and-suggest-things-to-buy-if-you-opt-in/">Amazon&rsquo;s new AI devices can listen to conversations and suggest things to buy &mdash; if you opt in</a></li>
<li><a href="https://www.geekwire.com/2023/amazons-halo-disappears-tech-giant-discontinues-health-devices-and-service-promises-refunds/">Amazon&rsquo;s Halo disappears: Tech giant discontinues health devices and service, promises refunds</a></li>
</ul>
Edited and produced by Curt Milton; Music by Daniel L.K. Caldwell.&nbsp;

Jeff Bezos' big move, Convoy's final stop, AI meets VC

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