Sr. Content Developer at Microsoft, working remotely in PA, TechBash conference organizer, former Microsoft MVP, Husband, Dad and Geek.
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Managers Are Not Overhead: They Are Infrastructure

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Managers have been disproportionate casualties of the rolling waves of post-COVID-19 tech layoffs that started in late 2022. Popularized by large companies such as Meta, Google, and Amazon, phrases like “flattening the org” and “reducing bureaucracy” are now synonymous with thinning the management layers that ballooned during the 2021–2022 hiring sprees. Retrospectively, such flattening can seem prescient given that AI models can now automate schedules, draft performance reviews, coordinate communication across teams, and aid in the prioritization and decision support typical of management. Pushed to the experimental extreme, this can now mean 50 ICs reporting into one supervisor. The logic here is simple and stark: since AI can, or will soon, be able to handle a lot of what managers used to do, fewer managers are necessary. Instead, decision making can be distributed within teams as individual contributors become more adept at orchestrating and supervising agentic workflows with increasingly refined judgment and decreased reliance on managerial oversight. Everyone, in effect, is a manager now.

The problem with this narrative is that organizations are reducing managers at precisely the time they are becoming increasingly important to realizing their AI investments. Several sources of recent data back this up. A main conclusion from Microsoft’s 2026 Work Trend Index Annual Report is that “organizational factors—culture, manager support, talent practices—account for twice the reported AI impact of individual effort alone.” Once leadership sets AI strategy and incentives, “…it’s managers who operationalize it, and the data shows the impact of their ability to do so.” Specifically,

…when managers actively modeled AI use, employees reported a 17-point lift in reported AI value, a 22-point lift in critical thinking about their AI use, and a 30-point lift in trust in agentic AI. When managers created psychological safety around experimentation, employees reported up to 20 points higher AI readiness and value—and were 1.4x more likely to be high-frequency users of agentic AI.

The impact of managers is even greater on more advanced AI users, what Microsoft calls “Frontier Professionals” (16% of those surveyed, users who “use agents for multi-step workflows and building multi-agent systems”). This group is more likely to report that their manager uses AI (85% vs. 64%), establishes quality standards for AI work (83% vs. 57%), encourages experimentation (84% vs. 61%), and rewards work redesign regardless of outcome (26% vs. 11%). The report notes that “in many cases, employees are moving faster than the organization around them.” Microsoft calls this the “Transformation Paradox.” According to the Microsoft data, managers are the layer that helps resolve it. They translate organizational strategy into team practices that let individual work with AI produce value.

Of course, once AI adoption is the norm and managers no longer need to manage that change, one could argue that many aspects of the role remain susceptible to automation and the role will contract. We don’t know how this will play out yet, but if management roles were already contracting we would expect to see early signs, and the data shows the opposite. LeadDev’s Engineering Leadership Report 2026 surveyed 600 engineering leaders, 55% of whom are engineering managers or managers of managers. The report notes that “AI is simultaneously expanding what leaders can do technically and what is expected of them organizationally, without reducing the demands on their time in either dimension.” Not only are managers becoming more hands-on technically,

  • 63% of engineering leaders say their scope and area of responsibility increased over the past 12 months.
  • 60% saw increased communication with team members, customers, and stakeholders.
  • 22% have more teams reporting to them. 
  • 29% have more direct reports. 
  • Architectural decisions and technical strategy saw the most respondents citing increased time dedicated to it.

One way to interpret these figures is to say that more teams and more reports show flattening working as planned from a business perspective. Another reading—not mutually exclusive—is that the role is in transition and most organizations have not fully wrestled with what that involves: managers doing their old work at greater scale, and the new work of making AI a core team practice. Either way, that’s not contraction. Contraction would mean the scope of the role itself is shrinking as AI and ICs absorb more of the work. More teams and more reports is what flattening produces, not evidence the role is going away.

To be clear, none of this means organizations should stop scrutinizing reporting structures and removing genuinely unhelpful layers of bureaucracy that stifle decision making. But it does mean asking a harder question before the next round of cuts: are you reducing management based on what managers used to do or based on the critical work they are doing now or will need to do next?

The “what they used to do” answer treats managers like overhead. The emerging evidence suggests that managers are currently playing the role of infrastructure, the critical layer that translates AI investment into actual value at the team level. Flattening on the assumption that AI will facilitate its own adoption or that value will emerge from unguided individual effort is making a productivity bet that the data doesn’t support.



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First look: Windows 11 is replacing Windows 95-era Properties dialog, now with dark mode and WinUI

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Microsoft has finally begun replacing the decades-old File Explorer Properties dialog with a modern version as part of the company’s efforts to modernize Windows 11. Thankfully, the new Properties dialog is built using the native WinUI framework, and we’re not seeing any traces of a WebView2-based shell.

Right now, the Properties dialog is native to the Win32 comctl32.dll (Common Controls library), which first shipped with Windows 95. Of course, it has improved visually over the past several years, but the underlying code hasn’t drastically changed.

Microsoft previously confirmed it’ll replace all legacy dialogs with modern versions, including those from Windows 8 and even the Windows 95 era. It’s been unclear when a major Windows design update would begin rolling out, but we’re now seeing early signs in preview builds.

Properties tab in dark mode in Windows 11

Microsoft watcher PhantomOfEarth found a new Properties dialog in preview builds, and unlike the existing implementation, the new version supports dark mode.

Moreover, it’s clearly built using WinUI 3 rather than a Win32 property sheet. Microsoft is not mixing the two frameworks, as I can confirm it’s entirely WinUI 3.

File Explorer properties tab dark mode

For example, if you look closely, the “General” tab uses a Pivot-style header and supports an accent indicator, which is only found in the WinUI 3 framework. You don’t have that in Win32, where the Properties dialog uses SysTabControl32, which is part of comctl32. Likewise, the Restore button uses AccentButtonStyle.

Finally, you have new checkboxes that follow WinUI 3 guidelines with rounded corners. It’s subtle, but it’s necessary for design consistency.

Microsoft is planning to drop the classic Properties dialog entirely, which is quite interesting because the dialog has been part of Windows for almost three decades. The existing Properties dialog was built on the Windows 95-era property sheet API (PROPSHEETPAGE, SHOpenPropSheet out of shell32) and lacked dark mode and modern accessibility features.

Why Microsoft can’t just randomly modernize Windows 11 components and call it a day

Windows is a legacy operating system, and that’s also part of the reason why the company tried building editions like Windows 10X in the past. Windows is difficult to modernize without breaking backward compatibility.

That also means Microsoft can’t just slap a modern design on the Win32-based Properties dialog and not expect third-party apps to break.

Microsoft has a responsibility to support decades-old software, which is why you can download an app or game made for Windows 95 and still run it on Windows 11. That backward compatibility approach also applies to Properties and other legacy dialogs and property sheets, where any change could break existing integrations.

Right now, third-party apps often inject tabs into the Properties dialog using IShellPropSheetExt.

Microsoft’s documentation describes IShellPropSheetExt as an interface that “allows a property sheet handler to add or replace pages in the property sheet displayed for a file object.”

When apps use the extension to add a tab to the Win32 property-sheet system, each page is created as a traditional dialog and handed back to the Windows Shell.

This includes third-party antivirus software, 7-Zip, Dropbox, codec packs, and so on, all of which hand back an HWND-based page.

File Explorer modern Properties dialog

Microsoft is replacing the Win32 Properties host with WinUI, and it needs a reverse-islanding path to embed those legacy HWNDs inside the new tab strip, or those extensions will break. The above screenshot shows a Recycle Bin item, which only has a General tab, but that’s not the case for other programs.

For example, if you right-click certain apps and go to their Properties, you’ll see Security, Details, Previous Versions, and even third-party tabs coexisting. It’s unclear how Microsoft is integrating those legacy third-party tabs, but I assume it has figured out how to reverse-island the path.

My other concern is that WinUI surfaces have historically paid a cold-start cost when loading the runtime. Even today, File Explorer’s WinUI context menu gets criticized for exactly that. The WinUI-based Home tab in File Explorer is slower than “This PC,” which does not use WinUI.

All of that should improve soon, as Microsoft has plans to optimize WinUI 3, and that could explain why the revamp is taking longer than usual.

The post First look: Windows 11 is replacing Windows 95-era Properties dialog, now with dark mode and WinUI appeared first on Windows Latest

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Vanishing Culture #4: Keeping African Folktales Alive with Helen Nde & Laura Gibbs

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Folktales are living records of culture, identity, and collective memory. In the fourth episode of our special six-part series on Vanishing Culture, host Vida Vojić speaks with writer and researcher Helen Nde, founder of Mythological Africans, and folklorist Laura Gibbs about the importance of preserving African folklore in the digital age. Together, they explore how stories help communities understand themselves, pass down knowledge across generations, and make sense of a changing world.

Read Vanishing Culture for free at the Internet Archive or purchase in print: https://archive.org/details/vanishing-culture-2026





Download audio: https://media.transistor.fm/1e131321/99b5a9af.mp3
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Using Substition to Make Decisions Simpler

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There's a cognitive trick our brains play whenever we face a hard question or a difficult decision: we quietly swap the hard thing for something easier to answer. It's called substitution, and we do it constantly — usually without noticing, and sometimes to our detriment. In today's episode, I make the case that you can take this same shortcut your brain already runs automatically and start using it intentionally to break decision paralysis and get moving.

  • The Substitution Heuristic: Understand the mental move at the heart of this episode — when "How are you?" becomes "Is there anything I urgently need to say?", your brain isn't being lazy, it's compressing. It runs a quick calculation: what's the downside of the substitute? Usually it's low, so the shortcut holds.
  • Code Review as Substitution: See why you almost never review a big PR line by line. "Was it tested? Does it follow our best practices? Does anything look obviously wrong?" are all stand-ins for the harder, mostly-unnecessary work of reading every line — and most of the time, they're enough.
  • Performance Reviews Are a Best Guess: Recognize that your rubrics, metrics, and frameworks are themselves substitutes. You can't deterministically rate a person on a scale, so every measure you use is an approximation of an immeasurable question: how much value is this person really generating, and where are they headed?
  • Turn the Trick Around on Purpose: Learn how to use substitution deliberately to defeat paralysis. Instead of "I'm deciding to leave my job and chase something new," substitute "I'm going to send an email." The weight of sending an email is tiny — and the dream job is just a series of small, iterative steps like that one.
  • Unbundle Your Big Decisions: Notice how we fuse trivial mechanical actions with heavy imagined meaning. Merging a branch isn't "declaring this production-ready and putting my name on the line" — it's moving bits into the cloud. Separate the labeling from the action and the action gets a lot less intimidating.
  • Lower Your Commitment Threshold: Swap "this code is great" for "I believe this code is shippable." Swap "this is the perfect hire" for "this is a good bet we can course-correct." The actions you take are identical — but the internal stakes, and the fear, drop dramatically.
  • Favor Reversible Moves: We consistently overestimate the risk of acting and underestimate the risk of doing nothing. Most decisions aren't permanent — you can roll back the deploy, divert from a bad hire, find an exit path. Look for the way back, and the decision gets easier to make.

Episode Homework

Next time you feel a big decision looming, break it into its most fundamental pieces. Ask: what am I actually doing here? What are the physical actions, the words, the mechanical steps? What's the true worst-case downside — and do I really have to attach all of my worth to it? You're likely already substituting easier questions without realizing it. This week, try doing it on purpose.

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Security Begins at Procurement with Jessie Schofer

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Bringing new software or SaaS into your organization is a security risk - how do you assess it? Richard chats with Jessie Schofer about her experiences in HR software acquisition, which led to the creation of secureless.ai. Jessie tells the story of evaluating various SaaS and other software products and realizing that, while the website says they are compliant with GDPR and/or SOC 2, are they really? This leads to a conversation about the product procurement process and about actually understanding the security risk you take on every time a new product is added to your organization. At what point does security block an acquisition? And after being acquired, how often do you reassess? Supply chain security hygiene starts at procurement - are you part of the evaluation?

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Recorded June 23, 2026





Download audio: https://cdn.simplecast.com/media/audio/transcoded/5379899c-61c5-43c3-aa3f-1128cffd9ef4/c2165e35-09c6-4ae8-b29e-2d26dad5aece/episodes/audio/group/8db60ec7-5603-42c0-bb1b-2c28caf93888/group-item/ceb8c008-4934-4bec-a8a5-9991f4b17c11/128_default_tc.mp3?aid=rss_feed&feed=cRTTfxcT
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Is Kimi K3 Really Fable Class

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From: AIDailyBrief
Duration: 24:44
Views: 2,130

Moonshot’s Kimi K3 is the strongest open-weight model yet, with benchmarks approaching Fable 5 and GPT-5.6. But early testing reveals major limitations in reliability, speed, and cost. NLW examines whether K3 lives up to the hype—and what it means for open models, AI safety, and the US-China race.

The AI Daily Brief helps you understand the most important news and discussions in AI.
Subscribe to the podcast version of The AI Daily Brief wherever you listen: https://pod.link/1680633614
Get it ad free at http://patreon.com/aidailybrief
Learn more about the show https://aidailybrief.ai/

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