Contrasting Workplace Strategies: Flexibility vs. In-Person Collaboration

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.

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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.

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