WW 938: When Will Then Be Now? - Copilot's struggles against ChatGPT

Jun 26, 2025

Microsoft is winding down support for Windows 10, but users can snag a year of free extra security updates! The podcast dives into the challenges of upgrading to Windows 11 and explores new features in the Insider Program. It hilariously contrasts Copilot's struggles against ChatGPT in AI adoption. Plus, discussions on Xbox layoffs reveal the industry's shifting landscape while throwing in some light banter about tech hiccups and humorous anecdotes about loyalty rewards. Don't miss insights into whiskey production in South Africa, blending tech with fine spirits!

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ADVICE

Free Windows 10 Security Updates

Don't pay for the Windows 10 extended security updates program if you are an individual.
Redeem 1,000 Microsoft reward points or use the Windows backup app to get updates for free.

ANECDOTE

Windows 10 Upgrade Nagging Anecdote

Richard Campbell has two Windows 10 machines; one nags him to upgrade to Windows 11, the other doesn't.
The difference is one was domain-joined, marking it as an enterprise machine.

INSIGHT

Local AI Hardware Realities

The rise of local AI models depends on the hardware capabilities, especially NPUs on personal computers.
Unified memory architectures like Apple's enhance AI performance without needing the most powerful GPU.

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Windows 10 EOL update

Microsoft confirms that Windows 10 EOL is a go for October. But...
Consumers can now get a free year of extra security updates instead of paying(!)
Businesses can now enroll in extended security updates program
Microsoft 365 apps on Windows 10 to get security updates through October 2028

Windows 11

A few new features via the Insider Program
Recall gets a new home page and some nice updates to hardware indicators in Dev and Beta
We know there's a Settings AI agent coming to Windows 11. Apparently, it needs its own local AI model. And why this might be problematic
Canary gets features we've seen elsewhere, plus an ISO - plus a new 24H2 build in Release Preview with features we can expect on June 8, Patch Tuesday
Microsoft launches AI-powered learning app for Copilot+ PCs
First Arm-based Chromebook Plus arrives with 50+ TOPS NPU, local AI features - using the chip that would make for a nice Copilot+ PC. But what's going on with Chrome OS?

Microsoft 365

Microsoft Ignite registration is open
Android users can now open shared Office documents without a Microsoft account

Copilot is struggling against ChatGPT, even in the enterprise
Alexa+ is now available to over one million testers in the U.S. - but have you met even one of them?
Android Studio gets Gemini-based Agent Mode in preview

Xbox and games

First, the bad news: Yes, there are massive layoffs coming to Xbox next week - this is in addition to the sales org-related layoffs that are also coming, and probably more
It's happening! Microsoft begins testing Steam integration with the Xbox app on Windows 11
AMD expands a bit on the news that it's working with Microsoft on next-gen Xbox silicon
June Xbox update arrives with more home screen customization, more mouse and keyboard support for more games, more "Stream your own games" titles (over 200 now)
There's a limited edition Meta Quest 3S Xbox Edition - move quick if you want one
Hellblade II: Senua's Saga Enhanced arrives on PlayStation on August 12 - but there's more going on here, including "Xbox on PC" language

Tips and Picks

Tip of the week: Don't pay for Windows 10 extended security
App pick of the week: Discord for Windows 11 on Arm
RunAs Radio this week: Getting More from GitHub with April Yoho
Brown liquor pick of the week: Drayman's Highveld

Hosts: Leo Laporte, Paul Thurrott, and Richard Campbell

Download or subscribe to Windows Weekly at https://twit.tv/shows/windows-weekly

Check out Paul's blog at thurrott.com

The Windows Weekly theme music is courtesy of Carl Franklin.

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