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Why the Microsoft 365 Copilot bug matters for data security

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Why the Microsoft 365 Copilot bug matters for data security

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You trust your email security settings for a reason. So when an AI assistant quietly reads and summarizes messages marked confidential, that trust takes a hit.

Microsoft says a bug in Microsoft 365 Copilot allowed its AI chat feature to process sensitive emails since late January.

The issue bypassed Data Loss Prevention policies that organizations rely on to protect private information. Put simply, emails that were supposed to stay locked down were being summarized anyway.

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Microsoft 365 Copilot’s work chat interface sits at the center of the issue after a bug allowed it to summarize confidential emails. (Microsoft)

Microsoft 365 Copilot bug summarized confidential emails

Microsoft says a coding error impacted Microsoft 365 Copilot Chat, specifically the “work tab” feature. The AI assistant helps business users summarize content, draft responses and analyze information across Word, Excel, PowerPoint, Outlook and OneNote.

Beginning Jan. 21, an internal bug labeled CW1226324 caused Copilot to read and summarize emails stored in Sent Items and Drafts folders.

The real concern runs deeper. Several of those messages carried confidentiality or sensitivity labels.

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Companies apply those labels along with DLP policies to block automated systems from accessing restricted content. Despite those safeguards, Copilot still generated summaries. 

We reached out to Microsoft, and a spokesperson provided CyberGuy with the following statement:

“We identified and addressed an issue where Microsoft 365 Copilot Chat could return content from emails labeled confidential authored by a user and stored within their Draft and Sent Items in Outlook desktop. This did not provide anyone access to information they weren’t already authorized to see. While our access controls and data protection policies remained intact, this behavior did not meet our intended Copilot experience, which is designed to exclude protected content from Copilot access. A configuration update has been deployed worldwide for enterprise customers.” 

Why the Microsoft 365 Copilot bug matters for data security

AI tools feel helpful. They save time and reduce busy work. But they also rely on deep access to your data. When safeguards fail, even temporarily, sensitive content can move in ways you did not expect.

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For businesses, that could mean:

Legal discussions summarized outside intended controls

Financial projections processed despite restrictions

HR communications are exposed to automated analysis

Even if no data leaves the organization, the bypass itself raises concerns about how AI integrates with enterprise security systems.

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Business users rely on Copilot to streamline work, but a recent bug raised concerns about how it handles sensitive email content. (Microsoft)

How Microsoft is fixing the Microsoft 365 Copilot bug

Microsoft says it began rolling out a fix in early February. The company continues to monitor deployment and is contacting some affected users to verify the fix works.

However, Microsoft has not provided a final timeline for full remediation. It has also not disclosed how many organizations were affected.

The issue is tagged as an advisory, which usually signals limited scope or impact. Still, many security professionals will want deeper clarity before feeling comfortable.

What this Microsoft 365 Copilot issue reveals about AI security

This incident highlights something many companies are wrestling with right now. AI assistants sit inside productivity platforms. They need access to email, documents and collaboration tools to work well.

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At the same time, those platforms contain your most sensitive information. When AI features expand quickly, security policies must evolve just as fast. Otherwise, even a small code mistake can create unexpected exposure.

The Copilot chat feature was designed to boost productivity, yet a code error let it process emails labeled confidential. (Microsoft)

Ways to stay safe after the Microsoft 365 Copilot bug

If your organization uses Microsoft 365 Copilot, here are practical steps to reduce risk:

1) Review Copilot access settings

Work with your IT team to confirm which folders and data sources Copilot can access.

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2) Revalidate DLP policies

Test sensitivity labels and DLP (Data Loss Prevention)  rules to ensure they block AI processing as intended.

3) Monitor advisory updates

Stay current on Microsoft service alerts and verify that the fix is fully deployed in your tenant.

4) Limit AI scope during investigations

If you have concerns, consider temporarily restricting Copilot features until verification is complete.

5) Train employees on AI boundaries

Remind staff that AI assistants can process drafts and send messages. Encourage careful handling of sensitive content.

6) Audit Copilot activity logs

Review audit logs to see whether Copilot accessed or summarized labeled emails. This helps determine actual exposure rather than assumed risk.

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7) Review sensitivity label configuration

Confirm that confidential labels are configured to block AI processing where required. Misconfigured labels can create gaps even after a bug is fixed.

8) Reassess retention and draft policies

Because the issue involved Sent Items and Drafts, evaluate whether sensitive drafts should be stored long-term or deleted after sending.

9) Limit Copilot to specific user groups

Instead of enabling Copilot organization-wide, consider a phased deployment to departments with lower sensitivity exposure.

10) Conduct a post-incident security review

Use this moment to reassess how AI tools integrate with compliance controls. Treat it as a learning opportunity rather than a one-time glitch.

Pro Tip: This Copilot bug centers on enterprise controls. Even so, AI tools operate on your devices and accounts, so keeping software up to date and using strong antivirus software adds an important layer of defense. Get my picks for the best 2026 antivirus protection winners for your Windows, Mac, Android & iOS devices at Cyberguy.com

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Considering a more private email provider

Enterprise AI bugs raise a bigger question: how much access should email platforms have to your data in the first place? If you want an added layer of privacy beyond mainstream providers, privacy-focused email services are worth exploring.

Some offer end-to-end encryption, support for PGP encryption and a strict no-ads business model that avoids scanning messages for marketing purposes.

AI WEARABLE HELPS STROKE SURVIVORS SPEAK AGAIN

Many also allow you to create disposable email aliases, which can reduce spam and limit exposure if one address is compromised.

While no provider is immune to software bugs, choosing an email service built around privacy rather than data monetization can limit how much of your information is accessible to automated systems in the first place.

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For individuals, journalists and small businesses especially, that added control can make a meaningful difference.

For recommendations on private and secure email providers that offer alias addresses, visit Cyberguy.com

Kurt’s key takeaways

AI assistants are becoming part of daily work life. They promise speed, efficiency and smarter workflows. But convenience should never outrun security.

This Copilot bug may have a limited impact. Still, it serves as a reminder that AI tools are only as strong as the guardrails behind them.

When those guardrails slip, even briefly, sensitive information can move in unexpected ways. As AI becomes more embedded in business software, trust will depend on transparency, fast fixes and clear communication.

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Here is the real question: If your AI assistant can see everything you write, are you fully confident it respects every boundary you set? Let us know by writing to us at Cyberguy.com

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MacBook Neo versus an old MacBook Air: good luck

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MacBook Neo versus an old MacBook Air: good luck

My first thought when Apple announced the MacBook Neo today was “okay, but why not just get an older Air?” If you’re thinking that too, you might be right. If you can find one.

The Neo starts at $599 with an A18 Pro processor, 8GB of memory, and 256GB storage, and ends at $699 with the same specs plus TouchID and 512GB of storage. It has two USB-C (not Thunderbolt) ports, a pretty basic-looking screen, a mechanical trackpad instead of haptic, and various other cost-saving measures. It’s the cheapest new MacBook you can get now.

The new M5 MacBook Air starts at $1,099 with 16GB of memory and 512GB of much faster storage, a bigger and brighter screen, a better webcam, better Wi-Fi and Bluetooth, more speakers, Thunderbolt 4, a faster charger, and so forth. It’s $100 more than last year’s model, probably because of the Neo. Or you can get an M4 MacBook Air for $1000, with a slightly slower processor than the M5 (but still faster than the Air), and otherwise pretty much the same specs.

If you could still get a new M1 Air from Walmart for $700, it’d be a pretty tough call between that and the Neo. That machine came out in 2020, but is still better in most respects. Unfortunately, they’ve been out of stock since last month — probably because of the Neo — so that’s the end of that. You can probably find a refurb one. Same with the M3 and M4: if you can find one for around the same price as the Neo, especially with 16GB of RAM, you should get one of those. But they’re pretty thin on the ground, and I’d expect them to become thinner. (Keep an eye on Apple’s refurb site, though — a refurb M4 Air for $750 is pretty dang good.)

The modern Air is unquestionably a better computer. The thing about $1,000 is it’s a lot more money than $600. $600 is already more than most non-Mac people want to spend on a laptop, but it’s a lot less than an Air, and the gap between the two is big enough that it’s harder to justify the jump unless you know you’re gonna need more than 8GB of RAM, if you’re ever gonna use Thunderbolt, and so forth. I wouldn’t buy the Neo for myself.

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The Neo isn’t meant to compete with the Air, though. It’s aiming for the first-time MacBook buyer. It’s Apple trying to pick up the cheap Windows laptop crowd who are annoyed by Windows. With its $499 price for education, it’s also an attempt to break the Chromebook’s stranglehold on the K-12 market, to turn iPad kids into MacBook Neo teens into Air adults. Heck, when it’s time for my kids to turn in their school-issued Chromebooks, and I have to choose between a Chromebook, a Windows laptop, and a MacBook Neo for them? That’ll be interesting.

And that’s how they get you!

I honestly don’t think the Neo vs Air debate is going to be that hard for most people, just because most people aren’t spending a thousand bucks on a laptop in the first place. The processor’s probably going to feel about the same as an M1 Air’s, which is to say fast enough for most things. The toughest parts are going to be figuring out if you’re satisfied with 8GB of RAM (rough!), if you ever really need Thunderbolt (maybe not?), and if you care about that fancy webcam (eh). If you already know the answer, you already know the answer. And you should probably grab that refurb Air while you can.

A cynical part of me thinks this is Apple trying to get MacBooks onto the same upgrade cycle as its phones. If you bought the cheapest MacBook Air six years ago, it’s probably still fine. If you buy the cheapest MacBook Neo today, is it going to feel fine in six years? Maybe! Or maybe you’ll decide you need to spring for an Air next time. And up the funnel you go.

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Stop the insanity 2.0: ’90s icon Susan Powter’s tech comeback

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Stop the insanity 2.0: ’90s icon Susan Powter’s tech comeback

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There was a time when you could not turn on the TV without seeing Susan Powter. Platinum buzz cut. Barefoot. Fierce. Unfiltered. And that battle cry that still lives in pop culture: “Stop the Insanity!”

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In the 1990s, Powter built a massive wellness brand by pushing back on diet culture and talking about real life. Then the spotlight went dark. The part most people missed was brutal: financial collapse, isolation and crushing hopelessness.

Powter says the years after fame were not a quick fall. They were a long grind. She describes driving for Uber Eats for nine years, working “eight to 10 hours every day, seven days a week, trying to make my $80 to $100 a day so I could pay my damn bills.” Then comes the twist that makes this story feel very 2026. Tech did not break her. Tech helped her rebuild.

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Susan Powter attends the “Stop the Insanity: Finding Susan Powter” NYC screening at Village East Cinema on November 21, 2025, in New York City. (Santiago Felipe/Getty Images)

How Susan Powter built her original wellness empire

When Susan Powter sat down with me in my Los Angeles studio for my Beyond Connected podcast, she began by rewinding the story to where it all started. Powter’s story begins far from Hollywood. She took me back to 1982 in Garland, Texas. She had two babies a year apart. After her divorce, she gained more than 130 pounds. She says she didn’t recognize herself physically. She felt financially doomed and emotionally overwhelmed.

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Then she figured something out. “I would go to the grocery store, Piggly Wiggly. This is the truth,” she says. Other moms would stop her and tell her she looked great. Powter would answer, “No, no, you don’t understand. I figured out with modification you could be fit,” and she says, “a crowd would gather in the grocery store.”

That moment was not a marketing plan. It was a single mother talking to other women who were struggling too. That voice and that honesty turned into classes, then a studio, then a media machine. Powter never liked the labels people gave her. “They always used to call me a fitness guru. I’ve never used that term,” she says. Her version is simpler and more relatable: “I said, I’m just a housewife who figured it out and started talking to other housewives.”

But the business side got ugly. “It became a monster,” she says. “It started generating so much money, and then they started producing me out of me.”

Why Susan Powter lost her fortune and disappeared

This is where her story hits a nerve for anyone who has ever felt trapped in a system that profits from them. Powter describes management chaos, lawyers and huge legal bills. She says, “My last legal bill was $6.5 million.”

But the real breaking point came the day she decided to walk away. She was living in Beverly Hills when she says she discovered what was happening behind the scenes with unscrupulous management and bad-faith actors. She says that the very empire she built no longer felt like it belonged to her. As a result, her response was swift and absolute. “I sent one paragraph to everyone; Simon & Schuster, Time Warner, all management, literary agents. And I said, so-and-so no longer represents Susan Powter. Stop the Insanity. One paragraph.” That was it. She fired everyone. Then she left. “I moved to Seattle, and I started teaching classes in basements,” she says. “I left it all.”

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She also pushes back on the tidy narrative people prefer about her downfall. “I did not go from Hollywood to Harbor Island, which is the welfare hotel that I lived in for far too long in Las Vegas. I didn’t go there in three years. That’s not what happened.” 

Instead, she describes years of work, shifting family dynamics and what she calls “quiet poverty.” And she names the part people tend to skip because it makes them uncomfortable: what poverty does to your identity. “It’s soul-sucking, dehumanizing,” she says.

At one point, she recalls walking eight miles in brutal Las Vegas heat. “My dollar store flip-flops literally melted under my feet. It was 120 degrees.” She adds, “That’s when you feel dehumanized.” 

During that period, she drew strength from the late Joan Rivers, who had faced her own trials. “She said to me, ‘You hang on, kid. This is a tough game,’” Powter recalls of meeting her earlier in her career. Years later, when her own world unraveled, Susan says she often asked herself, “What would Joan Rivers do?”

‘STOP THE INSANITY’ SUSAN POWTER EXPOSES TRUTH BEHIND FITNESS EMPIRE’S COLLAPSE AND LIFE DRIVING FOR UBER EATS

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When 1990s fitness icon Susan Powter sat down in Kurt’s Los Angeles studio for getbeyondconnected.com, she opened up about the collapse few people saw coming. (Kurt “CyberGuy” Knutsson )

The moment tech went from a distraction to Susan Powter’s lifeline

Powter does not talk about technology like a cute productivity hack. She talks about it like survival. She used a phone, an app, digital platforms and a decision to use the same tools many of us blame for distraction as a way to climb back. Powter says the internet helped her see a path forward. “I’m internet obsessed, and I’m proud to say it,” she says. She also shows self-awareness about the darker side. “I know the darkness of it. I get it, I get it, but it is such a power.”

Then she says the line that sums up her whole strategy, “I’m going to digitalize everything. I’m going to sell it myself. I’m going to own everything.” That is her new business plan. And it is the part a lot of creators, freelancers and founders will recognize right away: when you stop waiting for permission, you start building assets you control.

How Susan Powter is taking back control with the help of tech

Powter talks about ownership like someone who has learned the cost of not having it. This time, she wants to see everything. “I’ll be checking the bank balance every 12 seconds,” she says. “I’ll be checking the analytics every second.” There is no confusion in her voice. She is not handing control to anyone else again.

For nine years, she drove for Uber Eats, eight to 10 hours a day, chasing $80 to $100 just to cover bills. There was no cushion and no mystery revenue. Everything depended on what she could see and control. After that, data feels like protection.

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She calls gig work and the internet “literally life-saving,” and says, “access to what is happening now matters, especially for 68-year-olds.” For anyone who thinks technology belongs to the young, her story argues the opposite. A phone and apps can drain your time. They can also rebuild your life.

Now, Powter is rebuilding on her own terms, using technology to reclaim her voice, her brand and her future. (Obscured Pictures)

How Susan Powter uses Instagram and TikTok today

Powter is not tiptoeing back into the public eye. She is going full speed. She says she is “obsessed with TikTok, Insta,” and she is experimenting with TikTok Shop. Powter also draws a bright line around how she wants to show up.

“I’ll recommend show and tell, not sell what I want to be,” she says. Her style is classic Susan. Big energy. Big honesty. Zero patience for fake polish. At one point, she laughs and describes her approach like this: “It’s kind of like affiliate marketing on acid.”

And she is thinking bigger than social media posts. She talks about doing “vertical actual reality TV,” showing people the brand rebuild in real time, filming gatherings and owning the content. “I’ll film it, I’ll own the content, I’ll put it up live. We’re done,” she says.

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The book, the movie and the part that matters most

Powter’s memoir is titled “And Then EM Died: Stop the Insanity, A Memoir,” available on Amazon. She calls it “a letter to my dead dog,” and says, “This is the first product I have owned out of all the products, all the years, all the work, and I get to see every sale.”

The documentary, “Stop the Insanity: Finding Susan Powter,” executive-produced by Jamie Lee Curtis and directed by Zeb Newman, is available on Amazon and Apple TV. But if you take one thing from this conversation, make it this: Powter refuses the tidy inspirational story arc. “The only reason I survived anything… No, I died a million deaths,” she says. Then she says what actually fueled her: “A lot of it was rage. I wasn’t going down like that.”

And yet she does not end there. “It doesn’t matter what happened. To hell with that. My being survived.” That honesty lands because it sounds like real life, not a poster. And maybe that is the real message now. Survival is not always pretty. Sometimes it is loud, messy and powered by the simple refusal to disappear.

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Kurt’s key takeaways

Susan Powter’s story resonates because it feels familiar, even now. First, a public identity collapses. Then private life grows heavier than anyone sees. Yet that is not where her story ends. Instead, she finds leverage where few people think to look: in a phone, in an app, in a platform and in the power to publish without gatekeepers. Of course, she is not pretending technology fixes everything. She sees the darkness. At the same time, she sees the power. Now, she is using that power the way she always has: loudly, honestly and on her own terms.

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So here’s the question to sit with: If your life fell apart tomorrow, would your tech habits help you rebuild, or would they pull you deeper?  Let us know by writing to us at Cyberguy.com.

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Anker’s last-gen sleep buds are nearly 40 percent off ahead of daylight saving time

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Anker’s last-gen sleep buds are nearly 40 percent off ahead of daylight saving time

Bad news: most Americans are about to lose an hour of sleep next week. Good news: if you have trouble falling (or staying asleep), Newegg is currently selling Anker’s Soundcore Sleep A20 earbuds for $113.99 ($66 off) when you use coupon code MMSF88 at checkout, which drops them to just $6 shy of their lowest price to date.

A couple of us here at The Verge are fans of Anker’s last-gen sleep buds, which do a good job of muffling disruptive noises (including snoring). They’re lightweight and comfortable enough to wear overnight, even while sleeping on your side, with multiple ear tips and wings for a personalized fit. In fact, in his review, my colleague Thomas Ricker said that they improved his average sleep time by nearly 30 minutes within a two-week period.

What’s even more convenient is that they offer a variety of sleep-focused features to help you rest better. For example, you can use them to play a range of relaxing sounds, from meditation exercises and nature clips to white noise. You can use them as a regular pair of Bluetooth earbuds, too, just in case you prefer to listen to audiobooks or your own curated sleep playlist. They even come with adjustable EQ as well, though we wouldn’t recommend using them as your primary earbuds for music, given that they can’t match the audio quality you’d get from a pair of midrange earbuds from Apple, Sony, or Bose.

In addition, the Sleep A20 offer up to 14 hours of battery life and sleep tracking, providing insights into how long and how well you’ve slept via a companion app that also details your sleep positions and movements. The newer Soundcore Sleep A30 feature active noise cancellation, which is more effective at masking sounds than the A20’s passive isolation, but Anker’s last-gen earbuds remain a decent, budget-friendly option that can help you comfortably tune out most nighttime distractions for nearly half the price.

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