What was nice about the UI of Windows 2000

6/18/2026 at 3:52:29 PM

> Me: "I don't like smartphone UIs. Everything is flat, nothing indicates where you can touch or not. I have to randomly try everything on the screen."

Response by non-tech person: "Well, yeah, of course you have to try everything? How else would this work?"

I think this goes deeper than many tech people realize.

From what I understood from talking with "nontechnical"(*) friends, relatives, etc, for a good potion of them, computers had always been "unpredictable magic". They got by through memorizing some very strict and rigid interaction sequences - "click this icon, then click that menu, then click that button, etc" and prayed nothing unexpected would happen. They were too scared and/or uninterested in computers to even try and find any rules or consistency in it.

I feel as if those nontechnical people "won" now. Now all UIs feel as inconsistent and unpredictable even for "techies" as any computer interaction felt to those people back then.

(* repeated from another thread: "nontechnical" in the "not fluent with PC use" sense, which is actually quite arrogant - they can have very high technical skill in other areas obviously)

by xg15

6/18/2026 at 8:32:54 PM

I am an enormous fan of the unambiguous UI design adopted in aircraft cockpit displays.

Only six colours are used for text:

White - Used for UI labels and other fixed values.

Green - Values provided by the crew (e.g. text input.)

Cyan - Values provided by the aircraft (e.g. sensor readings.)

Amber - Things you need to be aware of and keep an eye on that could be a problem.

Red - Things that are an immediate danger to your safety.

Magenta - For navigation purposes, where you should be aiming the aircraft.

On touch screen UIs, buttons are bevelled grey and so what you can touch and what you can’t is extremely obvious.

Activated buttons are a distinctive colour. This colour varies between vendors but at least it’s consistent for a particular aircraft type; usually a light blue on Airbus, green on Boeing. The green seems most consistent with the text colour system, the button is green because the crew pressed it.

by bigfatkitten

6/19/2026 at 10:40:27 AM

And I'd argue that an important colour to make this work is black. By this I mean that only information that needs to be displayed is displayed (in all the colours you listed). Everything else is omitted.

by ruicraveiro

6/18/2026 at 5:35:02 PM

I've witnessed this so much over the years. Much of the time when someone would ask me for help with something on the computer, I would have no idea, but I could discover the answer with a little bit of exploration and a good understanding of how UIs are supposed to work.

Windows 2000 was peak Windows UI, and everything since then has been worse.

Then Microsoft started thinking it was a good idea to make native applications look and work like webpages, which was a huge step backwards. Fortunately, that stupid idea didn't last too long, but it did have some lasting effects like the advent of "flat UI" style, but it was the beginning of the modern era of flailing around trying to improve on something that didn't need improving with one bad idea after another.

These days, I sometimes find that _I_ cannot figure some things out in software like Outlook or Teams that should be obvious because there are so many different styles of UI in these tools, many of which are not very intuitive or discoverable. Mixed metaphors, style over substance, and the idea that "flat" is anything but a way to turn your display into a sludge of rectangles of slightly different shades of grey with little or no differentiation between them, and few or no visual cues as to what elements of windows are clickable.

There are certainly things that are better now, like the popularity of "Dark Mode" which took about 30 years too long to happen, but in general, I don't think UI is better than it was 25 years ago, especially after Microsoft wasted 5 years or more on the absolutely misbegotten idea that computers should look like phones. Of course, the legacy is that Windows still has the remnants of about 5 different styles of UI in different places, and I wouldn't be surprised if there weren't a few Windows 3-era UI pieces still hanging around the Control Panel.

by ConceptJunkie

6/18/2026 at 10:20:55 PM

I can recall a time when it felt rewarding to explore and poke around in software, clicking through the menus and the icons, seeing what conveniences and neat features might be hiding in there...

Now, that's often not my experience. You can find some of the worst examples in anything made by Microsoft; Teams and Outlook are particularly bad, as you said. I don't poke around out of curiosity, I fumble around out of frustration with their slow, ugly, bloated, unreadable software. Apple sucks too, except, instead of being unbearably slow, they're honing in on making their UIs less readable and less intuitive than anything that came before.

by hallole

6/19/2026 at 9:08:28 PM

Maybe it's just me, but exploring the settings without a specific aim used to be a pretty fun. It was like seeing a vista of possibilities opening up.

Now I often find it a frustrating experience, because, while I appreciate the attempt at organisation, settings are hidden behind so many sub-menus that it feels like a slog to click to deeper levels to find only a few settings, even if there are a lot of settings in total.

by RAM-bunctious

6/18/2026 at 8:15:25 PM

> Mixed metaphors, style over substance, and the idea that "flat" is anything but a way to turn your display into a sludge of rectangles of slightly different shades of grey with little or no differentiation between them, and few or no visual cues as to what elements of windows are clickable.

It isn't even that any more. Now you have "pills" and "Islands" of random rounded shapes completely disconnected from the context they are supposed to be impacting. things float above or next to things with no connection between them. Content suffers for fobs and exclusive sets (old timers call these radio buttons) or tabs are now just things that happen to be close enough that you should just know they're associated with each other.

by saratogacx

6/18/2026 at 10:52:39 PM

> I would have no idea, but I could discover the answer with a little bit of exploration and a good understanding of how UIs are supposed to work.

I don't get this. Many things like changing the IP or audio devices were so unintuitive that I just memorized them. They're still burned into my brain. In Win 11, you just search for 'IP', click 'Ethernet-Settings', done.

Same for the signifiers: In the Win 11 Settings, give me an example of an element that is not obviously clickable. Everything has button shapes, or step-in indicators.

To be clear, I'm neutral towards that settings app. But UI back then was nowhere near as good as claimed here, and flat design (at least the current iteration) isn't to blame for Teams being bad.

by SebastianKra

6/19/2026 at 7:38:47 AM

UI at the time was often clunky (the file search dialog in Windows was an infamous example), but the basic UI elements were fine. Today, the basic UI elements are not fine.

by ahartmetz

6/19/2026 at 10:55:17 AM

Depends on the app, but mostly they're better than in the past.

by SebastianKra

6/18/2026 at 7:04:00 PM

> Windows 3-era UI pieces still hanging around the Control Panel

odbc data sources

by snarfy

6/18/2026 at 4:12:38 PM

> They were too scared and/or uninterested in computers to even try and find any rules or consistency in it.

Yes, and this is still true today. I work for a company with a large very non-technical user base. People absolutely will not explore, click on things outside of what they have memorized, or even try basic troubleshooting steps out of fear of breaking things.

It's actually really frustrating when trying to train to certain software or concepts because you have to lay everything out very explicitly, step by step. You cannot leave anything to the imagination or just assume that because the UI is "intuitive" that they will figure it out, because they won't even try.

I've encountered some form of that attitude and behavior at nearly every job I've had.

by thewebguyd

6/18/2026 at 5:49:15 PM

> People absolutely will not explore, click on things outside of what they have memorized, or even try basic troubleshooting steps out of fear of breaking things.

I agree with this in general but it can be tough for financial/business/order workflows where an irreversible change may be initiated. From the software perspective an audit log or Git-like history would easily mitigate these concerns but they usually don't exist. And "non-technical" users often just want to "know what buttons to click" to do their job.

To the point of the main article don't think I ever had the opportunity of using Windows 2000. Remember jumping from 98 to XP? Not sure about ME/Millennium either and if it's the same or a variant of 2000.

by dieselgate

6/18/2026 at 6:16:11 PM

> From the software perspective an audit log or Git-like history would easily mitigate these concerns but they usually don't exist

Yeah, and this is definitely a big reason why people are afraid to click and explore.

I still don't understand why big enterprise software still lacks any kind of version control. AUdit logs, yeah, but most big ERPs and other similar products don't have an easy "roll back this change" feature.

I think users knowing that they could immediately undo whatever they did and get back to a safe and known state would do a lot to encourage exploration and learning.

by thewebguyd

6/18/2026 at 7:58:00 PM

I agree. Every action should be reversible. If an action is destructive and cannot be reversed, it should have a clear warning. In an ideal world, this would apply to all software.

by xboxnolifes

6/18/2026 at 6:08:26 PM

Not the same. ME also came out around 2000 but was based on windows 9x, windows 2000 was based on NT. The UI looked somewhat similar with those two.

by peanball

6/18/2026 at 5:33:28 PM

> You cannot leave anything to the imagination

I don't know if there's ever going to be a suitable environment to have this conversation, but many people in any society are just not smart enough to experiment with things especially if those things are non-physical or abstract.

by neonstatic

6/19/2026 at 8:42:52 AM

> for a good potion of them, computers had always been "unpredictable magic". They got by through memorizing some very strict and rigid interaction sequences - "click this icon, then click that menu, then click that button, etc" and prayed nothing unexpected would happen. They were too scared and/or uninterested in computers to even try and find any rules or consistency in it.

Sounds like you know quite a few packers[1]. I once knew someone at the extreme packing end of the mapper/packer scale. She constantly needed help with her computer, always for seemingly simple things we had already covered. Once I realized she was a pure packer, I changed my approach.

I wrote out a complete, step by step, exact sequence of actions, when to push what, what to expect, etc... and made it as variance free as possible, making zero assumptions, and printed it out on a full page of paper for her.

She was delighted, and never needed help again, for years!

This could not have worked in a modern environment. We used Windows XP, Office 2000 Professional, with Windows 2000 servers, for as long as humanly possible. No training turnover, just things working. Working so well they didn't need me anymore. ;-)

[1] https://wiki.c2.com/?MappersVsPackers

by mikewarot

6/18/2026 at 4:07:39 PM

My parents never had any problem understanding where they can click on Windows 3.11. They never could understand how to interact with DOS GUIs.

Nowadays they have decades of experience with computers. They still can't predict what part of a web-site they can interact with, but they have memorized all the actions they can make on the phone apps they use.

by marcosdumay

6/18/2026 at 6:36:34 PM

My mother learned BASIC in college (not at all proficiently though), searched the web before the era of Google to learn about my sister's medical condition, and has used technology to enhance her teaching (when it actually helps) whenever she can, including trying to learn OBS during COVID to better teach remote classes, but when Windows Vista came around, she had to ask "What do I do?" to open her program.

Because Microsoft, after spending millions to recognize that labeling the button "Start" was brilliant, removed that label.

There was no justification for abandoning the millions of dollars of research that multiple computer companies produced for good UI design decades ago.

It was all just thrown away because some design asshole somewhere wanted to swing their dick around.

Millions of the same people who had no issue migrating from Windows 3.1 to Windows 2000 systems have been fucked over. People who knew how to use computers were given a huge middle finger at everything they learned. They were handed a system that was objectively harder to use than the previous one.

For some "designers" wet dreams.

People are bad with computers because "Designers" have been objectively value negative for decades. Instead of paying attention to the reams of scientific data that tells you exactly how to make a UI better, they smoke crack and make things transparent.

Clear buttons with obvious intent have been replaced with a goddamned inscrutable "Hamburger" menu. Decades old metaphors and systems that made sense to people who were born before computers were abandoned. Reliable and predictable functions that you could trust across applications have been eschewed in favor of hacked together javascript trash that screws up basic things like scrolling and copy/paste and drag and drop. Even though such functionality is often provided directly by the browser, they override it and fuck it up.

And people call these idiots "The best of the best"

by mrguyorama

6/18/2026 at 7:24:53 PM

> People are bad with computers because "Designers" have been objectively value negative for decades. Instead of paying attention to the reams of scientific data that tells you exactly how to make a UI better, they smoke crack and make things transparent.

I've run into a lot of "UI designers" that were just graphic designers that lucked out getting a job in a software company. They design and compose the UI for static screenshots like they would do a 2D graphic composition. Far too often they'd hand off Photoshop PSDs they would expect a developer to turn into an actual UI. They don't follow a HIG document or respond to any pushback with "you have to know when to break the rules" (they do not know when to break the rules). A good UI designer is worth their weight in gold. In my experience most are worth their weight in very low grade playground sand.

by giantrobot

6/18/2026 at 7:21:10 PM

Hear hear. That was has been thoroughly lost.

by dima55

6/18/2026 at 4:12:38 PM

Let’s look at the very website we on. Would you prefer for every clickable element here to be a button? Or even underlined as a link? Do you ever get confused navigating this website?

by exitb

6/18/2026 at 4:15:27 PM

> Would you prefer for every clickable element here to be a button? Or even underlined as a link?

Yes.

> Do you ever get confused navigating this website?

No, because I've been browsing the web for a while and know that every website does things their own way.

by Telaneo

6/18/2026 at 4:23:19 PM

Given it’s a website mostly for experienced computer people who, like you, don’t really need those visual cues, don’t you think adding them would be superfluous?

by exitb

6/18/2026 at 4:24:49 PM

No.

by Telaneo

6/18/2026 at 4:32:32 PM

It's a website for experienced computer people, and I appreciate its minimalist aesthetic, but that doesn't mean there's not enormous room for improvement.

by CamperBob2

6/18/2026 at 4:37:37 PM

Now that you've said it, I think PG would have designed a better site if he didn't hide the underlines.

But also, it wouldn't get any worse if the same design was kept and the underlines were enabled. And it would improve the usability for first-time users, but the nature of HN is that those are always very few.

by marcosdumay

6/18/2026 at 4:32:11 PM

I have recently discovered a config option "Underline all links" in Firefox, and it's really nice, actually.

by ahartmetz

6/19/2026 at 4:55:08 PM

Interesting. Chrome doesn't have this option, but if you have stylebot or other extension it's easy to add a global CSS rule that adds it. I'll try it out for a while and see how it goes.

by kbelder

6/18/2026 at 8:02:59 PM

Thanks! Settings > General > Browsing > Always underline links

(or in about:config set layout.css.always_underline_links true )

by anadem

6/19/2026 at 10:02:30 AM

It also works on Firefox for Android through about:config, which is ostensibly unavailable, but not really: chrome://geckoview/content/config.xhtml - from there, you can also re-enable about:config by toggling general.aboutConfig.enable

by ahartmetz

6/18/2026 at 9:32:21 PM

It's visually noisy tbh, but I'd recommend to stick with it for a few days and see if you can get used to it. It took me about two days. So nice to see where the "buttons" are.

by ahartmetz

6/18/2026 at 5:22:55 PM

Wouldn't hurt if interactive elements didn't require me to zoom in order to interact with them on mobile.

by desdenova

6/18/2026 at 6:28:46 PM

I live in regular fear that my fingertip will hit the wrong up/down icon.

by Terr_

6/18/2026 at 9:21:27 PM

I do it all the time and sometimes I notice and unflag an article. But often not.

by projektfu

6/18/2026 at 11:15:59 PM

I find accidental flags rarer due to the layout versus things I'm trying to tap, however the few times it's happened I only discovered it days or months later when visiting the "flagged" page [0].

Still, there's a kind of guilt, like realizing you unknowingly kicked a puppy who isn't there anymore.

[0] https://news.ycombinator.com/flagged

by Terr_

6/18/2026 at 6:26:09 PM

I often forget you can click on the timestamp. In fact for years I didn't know how to flag comments because of this.

by slopinthebag

6/18/2026 at 5:21:30 PM

The goal of human-computer interaction is to make accessible software that is intuitively easy to use for the most people. We need to make this mandatory in CS education (again).

by smcg

6/18/2026 at 4:00:48 PM

It started with iOS 7 and Jony Ive

Steve Jobs was right. Then when he died (after removing Scott Forstall), Jony Ive got to do his hardware minimalism in software too. And everything Steve Jobs favored was suddenly derided as “skeumorphism”. It’s like what USSR did with Stalin under Khrustchev. I still remember when Chrome app just had a big white area where you’re supposed to enter the url and you had no idea unless you randomly happened to click there. And if the website background was white, too? Oh too bad LMAO. Minimalistic! Chrome had no… chrome.

by EGreg

6/18/2026 at 4:34:33 PM

I don't remember when I first encountered it (maybe before ios7), but their cardinal sin for me was my struggling for 10 minutes to make the calculator app go into scientific mode, seeing absolutely no setting for that, before eventually discovering from a friend that you have to physically rotate the phone to landscape orientation to get the additional buttons.

by falcor84

6/18/2026 at 5:45:02 PM

That reminds me of that notorious story of the adventure game from the 90s where you had to make a fake mustache out of cat hairs to solve a puzzle.

by ConceptJunkie

6/19/2026 at 2:19:06 AM

> you had to make a fake mustache out of cat hairs to solve a puzzle

It’s worse than that: the guy you have to do this to impersonate doesn’t have a moustache, so you then also have to draw one on his ID card with a marker.

by chrismorgan

6/18/2026 at 6:06:14 PM

Gabriel Knight 3: Blood of the Sacred, Blood of the Damned.

I was happy to find this Wikipedia article https://en.wikipedia.org/wiki/Cat_hair_mustache_puzzle

by joombaga

6/19/2026 at 1:43:56 PM

I think of skeumorphism as orthogonal to good ui design(it can be a good or bad ui with or without skumorphism) Even in the Steve Jobs era Apple produced some real stinkers of a UI, achingly beautiful but a right pain to use. A specific example was the quicktime player. The bit I hated most was that stupid volume control dial.

by somat

6/18/2026 at 4:46:04 PM

Jony Ive is a plague on design. Just a few days ago someone showed me Ferrari's new EV that he designed. I am not a car person and even I can see it looks like crap! That man should just take his big Apple money and fully retire so he doesn't ruin anything else.

by ziml77

6/18/2026 at 5:29:53 PM

Windows 8 was released a whole year before iOS 7, so the blame here is misplaced (though I won't argue that Ive's approach to UI design was worse than what came before).

by jen20

6/18/2026 at 3:50:22 PM

> Since that button down there is called "Start", it implies that you can probably do something with it, maybe start programs? Click and you'll see the Start Menu:

Over time it seems like a lot of designs stop feeling the need to lead the user in this way. There is an assumption that by now everyone knows what the menu in the bottom left corner does, and we are no longer in the phase of trying to teach the population to use a computer for the first time.

I feel like this is the wrong approach. Every day there are new young people using a computer for the first time. Wouldn’t it be nice if all these conventions that evolved over the past 50 years could be intuitively discovered, instead of needing explanations from someone who already understands them?

Of course, as the world becomes more digital, many skeuomorphic designs become more abstract to those same young users. The floppy disk, the traditional telephone, even the file folder.

by al_borland

6/18/2026 at 4:14:21 PM

I was a wee little kid when I first touch windows 95, and only ever used dos before.

The "Start" button made no sense. The computer was already started, and clicking randomly popped up menus and opened documents in their right programs, so it felt like the natural way to progress. The owner of the computer had to point me to the start menu.

Even now I still think it was a cursed UI. It was the place primarily to close and shutdown the computer (again, when you see that button the computer and OS will always be already started), get to the control panel or run commands. None of it felt like "start", and the current windows logo only design makes a lot more sense.

To your point, small kids get proficient very fast with smartphones and iPads. I'd call their interface a lot more "intuitive"

by makeitdouble

6/18/2026 at 5:09:10 PM

The Windows 95 UI designers wrote a paper going over their design methodology and how they incorporated feedback from real-world users at a variety of levels of computer proficiency into their design. https://dl.acm.org/doi/fullHtml/10.1145/238386.238611

For example, the reason for the single "Start" button in the taskbar was that they initially had multiple buttons for different specific purposes, and relied on a "Programs" folder on the desktop for launching programs, but found that this design didn't hold up in testing:

> Users had considerable difficulty deciding what each of the three buttons on the Tray was for and later had trouble remembering where to go for a particular command because their functions overlapped in certain contexts (e.g., to find something in Help, do you go to Find or to Help?).

> Users of every type were confused by the Programs folder. We thought that having a folder on the desktop with other folders and links to programs inside it would be a natural transition for Windows 3.1 users accustomed to Program Manager, while being relatively easy to learn for beginners. We were wrong! Beginners quickly got lost in all of the folders and other users had a lot of trouble deciding whether they were looking at the actual file system and its files or just links to actual files.

> The results from these studies and interviews greatly changed the design of the Windows 95 UI. In the early Windows 95 prototype, we had purposefully changed some things from Windows 3.1 (e.g., the desktop was now a real container) but not others (e.g., File Manager and Program Manager-like icons on desktop) because we were afraid of going too far with the design. We were aware that creating a product which was radically different from Windows 3.1 could confuse and disappoint millions of existing users, which would clearly be unacceptable.

> However, the data we collected with the Windows 95 prototype and with Windows 3.1 showed us that we couldn't continue down the current path. The results with beginning users on basic tasks were unacceptably poor and many intermediate users thought that Windows 95 was just different, not better.

by ndiddy

6/18/2026 at 9:31:18 PM

> Beginners quickly got lost in all of the folders and other users had a lot of trouble deciding whether they were looking at the actual file system and its files or just links to actual files.

TBH, I often have no idea whether anything is really a file/directory or some fake thing in Explorer, and this aspect has gotten worse over the years. Now they make it hard for users to find their home folder and present a bunch of virtual things that are confusing. Home, Gallery, Music, Videos - all virtual apparently. Moving things into OneDrive that used to be in the home folder. The Downloads folder, if clicked from the side panel, doesn't have a path, etc.

by projektfu

6/19/2026 at 2:35:31 PM

> Home, Gallery, Music, Videos - all virtual apparently.

Huh? I agree with you that in general it's a mess. (found it fascinating that the hierarchy that Explorer shows is technically not the file system - It's its own thing which works more like the unified directory tree in Linux, complete with mount points and different "virtual file systems". The real file system is only a part of it)

But the Gallery, Music, Videos etc subfolders are AFAIK ordinary folders that just have custom icons and localized names. For reasons I don't understand, Microsoft would like users to forget the home folder exists and only work with those preassigned directories. But that's just a convention and a bunch of UI nudges. The home folder is still there and can be used without problems.

At least that was the case before the aggressive push for OneDrive started. They might have changed it since then...

by xg15

6/19/2026 at 5:22:48 AM

I understand their research...and at the same time, looking at the Macintosh interface, Apple came up with something often touted as better and more user friendly while offering a different paradigm.

It feels like the Windows UX designers came up with the local optimum for the UI they were willing to try, but didn't go beyond.

by makeitdouble

6/19/2026 at 4:07:13 PM

The Macintosh interface was designed around running a single program at a time, multi-tasking was shoehorned in later on. The Windows 3.1 interface is a lot closer to the Macintosh interface than the Windows 95 interface is, so I think a lot of the Windows 3.1 feedback regarding multitasking and UI navigation applies there too. When Apple had the opportunity to redesign the UI for Mac OS X, they added the Dock, which is functionally similar to the Windows taskbar.

> In Windows 3.1, beginning users took over 9 ½ minutes, on average, to locate and open a program that was not immediately visible. Results were not much better for our Windows 95 prototype. These results were clearly unacceptable, given that our market research data (and common sense) told us that starting a program was users' number one task.

> Beginning users and some intermediates had a lot of trouble using the mouse, especially double-clicking. As a result, they often failed to find things in containers when the only way to open them was double-clicking.

> Beginning users and many intermediates relied almost exclusively on visible cues for finding commands. They relied on (and found intuitive) menu bars and tool bars, but did not use pop-up (or "context") menus, even after training.

> All but the most advanced users did not understand how to manage overlapping windows efficiently. Beginners had the most trouble-when they minimized a window, they considered it "gone" if it was obscured by another window. We heard many stories from educators (and witnessed in the lab) how users caused the computer to run out of RAM by starting multiple copies of a program instead of switching back to the first copy. Intermediate users were more proficient but still had trouble, especially with Multiple-Document-Interface (MDI) applications such as Program Manager and Microsoft Word. Market research data confirmed the problem by revealing that 40% of intermediate Windows users didn't run more than one program at a time because they had some kind of trouble with the process.

> Beginning users were bewildered by the hierarchical file system. Intermediate users could get around in the hierarchy, but often just barely, and usually saved all of their documents in the default directory for the program they were using. This problem (especially the novice case) was also observed with Macintosh users.

by ndiddy

6/18/2026 at 10:52:51 PM

It's where you start every activity and process. "Start to shutdown the computer" "start to run a command" "start to run a program" "Start to change some settings". It in the passive voice describes what you are going to be doing in there: Starting some activity, process, program, change, access, whatever.

Start > Programs > Maxis > SimCity 2000 is psuedocode for what I just did. I started a program by Maxis called SimCity 2000

Four Squares in a Grid Button > All Apps > EA Games > Sim City 4 describes crap I'm clicking on in the UI, nothing about what I'm doing.

by wpm

6/19/2026 at 5:19:31 AM

TBH I'm OK with having no labels.

To make a real world comparison, I have a single closet in a my room with a lot of stuff in it. Would sticking a "Start" label to say "Start > first aid > bandaid" help that much ? Someone coming to my home could as well just try to open the closet randomly, the more important thing is it looks like a closet that can be opened.

That's where I prefer the Grid button, as it just looks like a button (and it could still look more like a button TBHO)

by makeitdouble

6/18/2026 at 4:45:07 PM

I never liked the word "start" itself, but if you're going to have a GUI, a single central clean place to say "every interaction you may want to do can be found from here" is a good idea. In principle having search there is pretty useful.

In practice Microsoft has consistently from the beginning gone out of their way to make the search useless and slow, a policy that is now old enough to vote. How the start menu has now gone nearly two decades without you being able to type "note" and see Notepad just pop up as one of the choices instantly beats me on my ever-more-super super computers, but that's an implementation detail that Microsoft has consistently botched. And more and more over time, Microsoft has thought more about what they want in the menu than what the user wants.

Nevertheless, the general idea of that top-level "here's everything" is a good one. The open source desktop environments do a much better job with it, without marketing trying to figure out how to stuff this half-decade's marketing push on to the user or "monetize" it.

by jerf

6/18/2026 at 5:46:47 PM

> And more and more over time, Microsoft has thought more about what they want in the menu than what the user wants.

This pretty much describes _everything_ in Windows in the last 15 years.

by ConceptJunkie

6/19/2026 at 6:12:16 AM

This reminds me about one of those seemingly small differences between Windows and macOS - on Windows, it's "Search", on macOS, it's "Find".

by steve1977

6/18/2026 at 5:27:34 PM

As a kid who started on Windows 3.1, the 95 Start menu made so much more sense. It felt revolutionary.

by smcg

6/19/2026 at 6:14:17 AM

I do remember that when Windows 95 came out, we used to joke that you need to click "Start" in order to "Shut down".

So yeah, as far as I remember, the terminology was a bit controversial also back then.

by steve1977

6/18/2026 at 5:01:46 PM

> There is an assumption that by now everyone knows what the menu in the bottom left corner does

Except that... it's no longer in the bottom left corner! Recently, I had to help a relative with a Windows system, and what passes for the "Start" button has now moved to somewhere more in the center (and, of course, this completely confused my relative, who was used to the old place). I also had to rant about Fitt's law (without mentioning its name) and how things were better the way they were before. And I also had to find out and show them where the shutdown button ended up this time, so they could power off the computer normally (as they were used to) instead of having to use the power strip switch.

And the issue I had to help with? Windows was too slow (to the point of nearly unusable). They don't use the computer often (and obviously always power it down after each use), so it's always running some heavy background update (on a mechanical hard drive) whenever it boots up. My advice was to power it up and let it sit for about an hour before using, then it would be back to normal speed.

by cesarb

6/18/2026 at 11:12:03 PM

Search indexing service maybe?

by ChoGGi

6/18/2026 at 5:53:19 PM

You could've changed the setting that puts the button back on the lower left corner and saved your relative the trouble.

The new default is truly terrible, though, and this was the first setting I had to change when I was forced to use a windows laptop by the company I work in.

by desdenova

6/18/2026 at 10:54:59 PM

> You could've changed the setting that puts the button back on the lower left corner and saved your relative the trouble.

Nice, I didn't know that was possible; I expected it to be unchangeable, since I heard that the whole taskbar is no longer customizable in newer Windows releases.

by cesarb

6/19/2026 at 2:21:03 AM

Last time I used Windows 11, maybe late last year, there was no way of doing that… though they had finally allowed you to turn off the source of ads (“widgets”) which they put in the corner instead.

by chrismorgan

6/18/2026 at 4:16:53 PM

I also think about this, and worry about this. My go-to example is that the file-system in Windows used to clearly be a tree, and the file explorer was how you traversed this tree. With "Libraries" and other shenanigans with the location of the Desktop folder, it's not much of a tree anymore, and I wonder if this is related to kids-these-days not understanding the basics of file systems anymore.

https://www.theverge.com/22684730/students-file-folder-direc...

by mkprc

6/18/2026 at 4:26:44 PM

I think smartphones obscuring the filesystem away, and desktop search making the skill less of a requirement really hurt the filesystem understanding for younger generations.

I remember Steve Jobs saying the last area of complexity they needed to be solved was the filesystem, which is why they made the iPhone the way they did, with apps owning the files, so users didn’t have to deal with it. We’ve seen the Files app introduced and those walls get broken down, so it was clearly the wrong approach, especially when various apps can all perform actions on the same type of files.

Jobs also said death would take care of the problem of people not knowing how to type. I often think he should have taken the similar approach to the filesystem. Required learning for the modern era, not something to hide away so skills never develop.

by al_borland

6/18/2026 at 4:38:34 PM

> Jobs also said death would take care of the problem of people not knowing how to type. I often think he should have taken the similar approach

I was all set for this dark humor, and actually had to double back to then understand the full sentence.

by falcor84

6/18/2026 at 5:33:18 PM

This to me feels like an example of Microsoft poorly copying (a bad feature from) Apple.

by smcg

6/18/2026 at 4:37:36 PM

The new iOS beta buries the “share” button under the line button inside the search lozenge, which was previously for view settings (and downloads). The iOS design team is just coasting on good decisions make a decade ago. The only good things are stuff they haven’t gotten around to fucking up yet.

by rayiner

6/18/2026 at 4:04:04 PM

> There is an assumption that by now everyone knows what the menu in the bottom left corner does, and we are no longer in the phase of trying to teach the population to use a computer for the first time

Strong disagree, because:

> Every day there are new young people using a computer for the first time

I can assure you these people have no idea what the start button is or does... it doesn't help that it no longer even says "Start" for the last ~20 years.

by ranger_danger

6/18/2026 at 4:18:45 PM

We do agree. I said the first thing you quoted was the wrong approach, because of the second thing you quoted. Having it say “start”, like it used to, would help solve that.

by al_borland

6/18/2026 at 5:51:59 PM

For people complaining that "Start" isn't a great choice, perhaps there's something better, but I can't think of anything. You need a small word that implies, "Click here to do something or find something." and in that regard, I think "Start" is a good choice.

On the other hand, I think there were few ideas worse than "My Computer", etc., not the least of which is the fact that it took Windows application software about 10 years to get consistently good at handling paths with spaces in their names.

Of course, the worst UI thing Microsoft ever did was hiding file extensions by default. That might be the worst UI decision in all of history.

by ConceptJunkie

6/18/2026 at 6:29:22 PM

> That might be the worst UI decision in all of history.

The Windows 8 touch-first start menu with a hot corner instead of a button, applied to their Server OS, that I assume most accessed through RDP was pretty horrific.

by al_borland

6/19/2026 at 6:43:01 PM

> the worst UI thing Microsoft ever did was hiding file extensions

Highly disagree... that was not a snap decision and they did a lot of research on it. The vast majority of people were only further confused by extensions, and preferred file names to appear more natural. This was also done before the days of widespread use of the internet, email, or viruses/malware.

What research have you done that might suggest a large number of people would agree that it was a bad decision?

by ranger_danger

6/18/2026 at 5:29:05 PM

Ok but, were you around during that time? I remember it not helping much at all to tell people what to do.

When Windows 95 first came out, they had to have a giant arrow pointing to the Start menu with an explanation of what that would do: https://a.imagem.app/Ge6OCZ.jpeg

Then they had a scrolling animation with an arrow and some text ("Click the Start button to begin") that slid in from the right side of the taskbar and pointed right at the Start button.

by ranger_danger

6/18/2026 at 6:26:14 PM

I was around, though I wasn’t an adult where I was following the release at the time.

The first computer I used had Windows 3.1, but I never really knew how to use it. I just played some games on it and my dad would have me feed in a stack of floppy disks for him when he had to install something big.

Windows 95 was the first OS I used and explored on my own and made sense to me.

by al_borland

6/18/2026 at 5:26:48 PM

Windows 2000 was the peak of Windows UI. While features and functionality has improved in many ways, everything UI change since then has been a step backward.

Microsoft (and IBM and others) did a ton of good HCI research in the 70s and 80s, and used that research to make better UI for their operating systems. But sometime around the mid-90s when high-color displays started becoming the norm, UI experts started gradually being replaced by art-school types, and now it seems very little consideration is given to actual UI functionality, and the driver is entirely some bizarre sense of style from people who don't know anything about Human Computer Interaction, but seem to think no more deeply than "less is more".

These UI elements had reasons to look and act the way they did. This communicated information to the user (even if the user didn't realize it), and made software much more predictable and discoverable, and ultimately, more intuitive.

by ConceptJunkie

6/18/2026 at 10:45:07 PM

This is one part of it, but not the whole thing I believe.

The other thing that happened is that "UX research" paradoxically became more data-driven and "scientific", with live telemetry that monitors how UIs are practically used becoming standard. We're able to run "experiments" and directly compare the user interactions from two different variants of the same UI.

So in theory, with all that data, we should be making more usable and intuitive UIs than ever.

And we are in a way, just not in a user-empowering way. UI design is evaluated by target metrics, and those metrics are firmly in service of the companies' interests, not the users'.

Hence so much focus on "engagement" and on making certain flows and activities as frictionless as possible - at the cost of consistency and all the rest of activities that a user might be more interested in than the company...

Basically, UX design as a field is alive and well, maybe more so than it ever was - it's "just" not in service of the user anymore...

by xg15

6/18/2026 at 3:51:57 PM

I agree that we had much better patterns back then. The software industry in general worked towards sharing visual paradigms, making use of system designs of their host playforms, facilitated discovery etc etc. All that was good and the recent trends moving us away from that consistency and discoverability are a detrement being steamrolled over by agents…

But I don’t agree that it “looked nice”. I hated Windows 95 and 2000’s “style”. They looked like engineers had made them. They looked stiff and unfriendly, eith too much border and outline. Real life has no outlines. I was in my late teens when 2000 came out. My friends and I jumped on it and felt it was the Os we had been waiting for.

But even then I thought it looked like shit.

The affordances were great. I agree that details like button depress and consistent scrollbars are valuable.

But I genuinely prefer things a bit rounder, a bit flatter, less grey, or late Aqua-style flat-with-shiny-affordances.

I agree that backgrounds should be flat (or very subtly textured so they recede but arn’t “boring; again, late-00s Mac OS nailed this for me).

What I’d really like to see is something new that takes the consistency of NT/2000 and Mac OSX prior to Lion, mixed with the novel affordances of BeOS/Haiku (docking windows, small title handles), and puts it through Apple’s “zing” (but not too far - transparency is highly overrated).

by the_other

6/18/2026 at 4:55:40 PM

Of course real life has outlines. Look at these for instance:

https://www.reddit.com/media?url=https%3A%2F%2Fpreview.redd....

https://hackaday.com/wp-content/uploads/2026/05/skala_displa...

Displays & controls are thematically grouped and/or framed, each button/rotary/switch has a color that constrasts from the background, and there are strong 3D clues to see what's a button, and what's a label or the background.

by shakow

6/18/2026 at 4:08:25 PM

Computer UIs needed borders and outlines because there are no brain-intuitive visual cues: no depth parallax, no shading, nothing shifts as you move your head, and until relatively recently they had poor contrast and brightness variability compared to the real world.

It was also a compromise for interface device limitations. We didn't have 4000 DPI mice with scroll wheels and 26 configurable buttons; you were lucky to have a 1024x768 resolution; and 16 bit color was for people shelling out $$$. Obvious borders and some padding between elements were a necessity to click what you intended to click.

by clark_dent

6/18/2026 at 5:53:22 PM

> Obvious borders and some padding between elements were a necessity to click what you intended to click.

That never changed.

by ConceptJunkie

6/18/2026 at 6:18:54 PM

> until relatively recently they had poor contrast and brightness variability compared to the real world

When has that changed?

And even if you mean the displays got better, the new Apple is fighting tooth and nail to erase any form of contrast from their UIs.

by nottorp

6/19/2026 at 2:42:43 AM

Sad watching Apple design repeat Microsoft’s mistake of trying to push through a single UI paradigm across mobile and desktop (and, especially, VR in Apple’s case)

by acephal

6/18/2026 at 4:39:12 PM

You will never see a visually consistent operating system again, the material conditions that allowed for older Windows and Mac OS versions to be consistent no longer exist. The user base for desktop computers is no longer growing, so the investment into new desktop UI technologies is largely in technologies like Electron and SwiftUI that allow developers to cut costs by reusing their existing web and mobile interfaces for desktop software. The focus on cross-platform development means that developers are far more concerned about making their software look consistent across all platforms than they are about whether their software looks native on each platform it supports.

by ndiddy

6/18/2026 at 4:15:58 PM

Andreas Kling has said that one of his inspirations for SerenityOS was the Windows 2000 UI (https://corecursive.com/serenity-os-with-andreas-kling/). I found his general goal for SerenityOS ("Roughly speaking, the goal is a marriage between the aesthetic of late-1990s productivity software and the power-user accessibility of late-2000s *nix.") to be strangely validating ('Wait... So it's not just me?!'). And so of course I decided to try out the KDE desktop, which I had always kinda dismissed as being a bit too much of a niche within a niche. And it's great. It really is wonderful to use an OS that is designed from the ground up for serious technical users. And the ubiquity of web apps nowadays makes Linux a far more practical choice than it was back in the day.

by nycticorax

6/18/2026 at 9:30:36 PM

Even KDE has started to fall into the modern UI trappings. For example the taskbar somewhat recently became rounded and detached from the screen edges making it more annoying to reach the start button or the clock widget. But at least you can still configure it to how it used to be.

by Narishma

6/18/2026 at 10:57:55 PM

KDE is chock full of too-flat interfaces and hieroglyphs as icons, all the sins are on fully display there.

Its saving grace is that it is completely customizable for the most part, though any GTK apps will probably ignore everything.

by wpm

6/19/2026 at 11:25:11 AM

> making it more annoying to reach the start button or the clock widget

That's not true; the corners/edges are only visually detached, they're still active for input.

by seba_dos1

6/19/2026 at 3:12:34 PM

You're right to point this out, but it's still more annoying because you now have to remember that consciously, rather then seeing and feeling that you can just move your mouse to the edge.

by amadeuspagel

6/19/2026 at 7:11:00 PM

Well, I don't particularly like it myself so I don't use it, it takes literally four clicks to disable panel floating.

by seba_dos1

6/19/2026 at 9:06:00 PM

I didn't know that but now I did it.

by amadeuspagel

6/19/2026 at 6:21:56 PM

That's even worse then, because there's a conflict between what's displayed and how you interact with it.

by Narishma

6/19/2026 at 12:04:03 AM

My only pain with KDE is trying to resize windows. I have a 1 pixel line a certain distance away from the outside of the window. I'm using an oldish version from kubuntu 22.04 though.

by kristianp

6/19/2026 at 2:06:54 PM

I might be able to help you with that. Whilst holding Meta (Windows key), try left and right-click-dragging on a window. Left-click-drag moves the window, right-click-drag resizes it. Great feature imo, for me, this flow solves any resizing issues.

by kubik369

6/19/2026 at 1:14:22 AM

You can configure the window border size.

https://docs.kde.org/stable_kf6/en/kwin/kcontrol/kwindecorat...

by doubled112

6/19/2026 at 6:17:59 AM

> which I had always kinda dismissed as being a bit too much of a niche within a niche

KDE has been one of the two big, by far the most popular FLOSS DEs for decades, even predating the other one; how could it be "a niche within a niche"?

by seba_dos1

6/18/2026 at 8:25:28 PM

I love SerenityOS so much, I wish someone ported it as a DE to the Linux kernel so I could daily it

by forestingfisher

6/18/2026 at 4:33:22 PM

> Hiding filename extensions was one of the capital sins in computer history

Amen. The first thing I do on any (Windows) OS installation is make sure file extensions are shown. I guess Microsoft did that for "simplicity", but it also made for easy "virus.jpg.vbs" files.

by nticompass

6/18/2026 at 5:22:11 PM

A puppy.jpg.vbs file would be shown as "puppy" with "VBScript" in the type column. The full name may be worse though. "puppy.gpj.vbs‬"‭ (which is actually "puppy\u202Egpj.vbs\u202C") looks like an image extension, but is a script (as the type column also shows).

Edit: Looks like HN removes those directional override characters. When present, the text looks like "puppy.sbv.jpg"

by cstdr

6/18/2026 at 3:38:39 PM

Was this peak Windows UI?

I would say so, but the Active Dekstop stuff wasn't the right move.

Fisher-price came next, with Windows XP. At least you could easily switch back to classic.

And then Windows 8, we won't even talk about that.

by bluedino

6/18/2026 at 4:03:47 PM

Maybe more importantly, Win2k was the first windows version actually WORKED in a predictable way after years of unstable post-Win3.1 (Win95 and onward) production releases.

by rib3ye

6/18/2026 at 5:54:48 PM

Yeah, but I would still usually see Explorer crash within an hour of a fresh Win2k installation. Windows 2000 was peak UI, but it wasn't peak Windows. That was Windows 7. And Windows 7 was advanced enough that you could still go back to the Windows 2000 UI.

by ConceptJunkie

6/18/2026 at 11:16:48 PM

Windows XP sp3 with Fisher Price turned off, till 7 came out of course.

(The first sp release where the system wasn't infected within 10m or so of being connected to the net)

by ChoGGi

6/18/2026 at 3:44:51 PM

Windows Vista / 7 was peak UI for me.

by cake-rusk

6/18/2026 at 3:48:19 PM

> I would say so, but the Active Dekstop stuff wasn't the right move.

Even so, you could completely ignore it if you wanted to!

by Telaneo

6/18/2026 at 3:40:28 PM

The title bar of windows in Windows XP was Fisher-Price. But I thought the rest was OK.

by petilon

6/18/2026 at 5:20:12 PM

I hated XP themes too

I felt the taskbar was the ugliest part of the themes

by hnlmorg

6/18/2026 at 3:47:19 PM

I think Windows XP looks very nice if you install the Royale theme. It's a shiny and glassy version of the default XP style.

by Dwedit

6/18/2026 at 4:14:25 PM

I really liked the luna silver and olive green themes. They were not too bad to look at.

by kreddor

6/18/2026 at 3:54:46 PM

Almost. The NT5 RCs, which became windows 2000, were better IMO - not massive differences but it hadn’t been slobbered upon by marketing yet.

by madaxe_again

6/18/2026 at 3:38:17 PM

Design language, like any language is metaphorical.

The thing that makes these skeumorphic designs work so well is that it kinda forces a consistent metaphor, and consistency above all else is huge for UX.

The fact that it's based on things we've seen in real life is also helps, as it means we can reason about the UI with the same faculties we've spent our entire life training.

by marginalia_nu

6/18/2026 at 3:45:39 PM

Why are designers not understanding this these days?

I think one reason is that flat UI is super easy. Skeuomorphic is extremely hard to get right, and if you don't get it right it looks super tacky. Most people who have the word "designer" in their job title don't have the artistic skills needed to pull it off. This is why most designers are opposed to skeuomorphic.

Somewhere in between is the right approach. The NeXTSTEP UI from the late 1980s is what we need to return to. It still looks beautiful today: https://guidebookgallery.org/screenshots/openstep42

by petilon

6/18/2026 at 4:17:56 PM

> flat UI is super easy. Skeuomorphic is extremely hard to get right

What I don't understand is why those are treated as the only two choices?

Just adding some shadows, dividers, 3D buttons and real scroll bars again would go a long way to making things more usable without going full on into skeuomorphism to represent elements of the physical world.

A good example of the wrong direction was macOS in the switch to Tahoe. Buttons in modal dialog boxes became flat instead of 3D. They no longer look like buttons, they just look like a web-UI card with a gray background. There is no visual indicator at all that it is a clickable button.

Why? Legitimately, I want to hear from the designer(s) that made that decision and what their reasoning was.

by thewebguyd

6/18/2026 at 5:59:54 PM

I've been saying for many years that it seems most UI "designers" are just art school dropouts. Art school graduates would have a better sense of style, even if they weren't HCI experts.

Windows 2000 was peak Windows UI. Yeah, it wasn't visually exciting, but it was the peak of functional and discoverable UI. Of course, the Windows 10/11 UI isn't visually exciting either, and in many cases it's more boring looking, and definitely less functional. I would pay money to go back to the Windows 2000 UI, but I guess Microsoft isn't sophisticated enough to do that any more. The current Windows UI is less customizable than Windows 2. Yes, you heard me right. Windows 2.1 was more customizable than Windows 11.

by ConceptJunkie

6/18/2026 at 7:22:00 PM

> The current Windows UI is less customizable than Windows 2.

I'm guessing that's just Microsoft conditioning people to accept that Microsoft owns their computer. Same with their "we'll reboot your computer/make changes/revert your preferences whenever we feel like it" philosophy. Personalization leads to a sense of ownership and control that could undermine the feeling of learned helplessness they're hoping we'll fall into.

by autoexec

6/19/2026 at 6:31:20 PM

All that dark, dismal grey, though… (-:

For reasons I don't fully understand, it makes me thing of repressive environs along the lines of "This is not for you. Serious business only.".

Although I do find some of the borders much too thick, it would be bit of relief from the modern trend of having enormous padding/margins everywhere.

by IIsi50MHz

6/18/2026 at 4:03:42 PM

Flat UI is also really difficult, as it can easily look cheap, boring, and unfinished.

Even Apple’s initial move to a flat UI in iOS 7 suffered from this. It took a long time to get refined to the point of not feeling like a major step backward. I still preferred the look of iOS 6 to anything that came afterwards. The skeuomorphic designs were warm, inviting, and fun. They served as a nice juxtaposition to the rather austere hardware.

by al_borland

6/18/2026 at 3:52:26 PM

What’s the meaning of skeuomorphic design for a generation that has never worked with the original physical artifacts they’re based on, though?

by vslira

6/18/2026 at 4:00:33 PM

Consistency. Even if you've never held a telephone receiver, if it means 'call' in one place, it's very likely to mean the same thing in another.

We could be using random hieroglyphs to the same ends, but people seem to always make their own (barring a few exceptions, like the hamburger menu). It's probably a better idea to use something with some grounding in reality rather than make your own from nothing, since doing that is hard, even for actual designers.

by Telaneo

6/18/2026 at 4:13:30 PM

It also takes a long time for those purely digital ideas to filter out into the mainstream and get a shared name. For many years I would hear people same, “click the thing in the upper left corner”, “click those 3 lines up there”, or something similar. The term hamburger menu is starting to filter out there to the point where I feel comfortable using it. Even the term, hamburger menu, is a skeuomorphic name for a digital control. No one knows what to call those 3 lines, but everyone knows what a hamburger is. I’ve even seen some sites use a literal hamburger icon.

It also took a long time to standardize on the hamburger menu. Many also tried to use an ellipsis for a long time. Some still do. Sometimes those dots are vertical… is that a thin hamburger or a vertical ellipsis? I heard one person trying to make the term “tots” happen for this style of menu… tatter tots to go with the hamburger.

Contrast that to a “gear” menu for settings. They see a cog or a gear and everyone knows what that is without training, even if they aren’t a mechanic.

by al_borland

6/19/2026 at 6:17:57 PM

I resorted to telling people "Click/touch the funny little group of three horizontal lines.", and if they still hesitated, "…Looks like an air vent.".

On occasions where I told them it's really called a hamburger menu, they all either looked like they thought the idea was nonsesical, or said as much.

…Don't get me started on apps that have multiple air vent (or elipsis) menus visible simultaneously.

Or apps that abuse the symbol further by changing the meaning from "menu" to "toggle a sidebar that may or may not have portions that act like a menu."

./table-flip

by IIsi50MHz

6/18/2026 at 5:22:36 PM

They create a consistent design language.

Do you need to know the meaning of the latin words manus (hand) and facere (to make) to understand the English words manual (by hand), factory (place which makes things) and manufacture (to assemble)? Do we need new words now that Latin comprehension is dwindling? Not really.

Language works by metaphor, even if the thing you're alluding to doesn't exist anymore.

by marginalia_nu

6/18/2026 at 4:04:51 PM

It doesn't really matter if they haven't used the original physical artifacts. If it looks physical you can figure out how to use it based on your knowledge of other physical objects you have used in your life.

Of course if you display for example, a spin dial like old telephones that has a particularly quirky way to use, them this doesn't apply.

by petilon

6/18/2026 at 4:36:38 PM

That does look surprisingly good. And dated. For some reason my first thought was "why the hell is this reminding me of Carmen San Diego?!"

by Melatonic

6/18/2026 at 4:12:27 PM

Following the standard is easy, deviating from it is hard.

Every designer nowadays insists on deviating.

by marcosdumay

6/18/2026 at 4:08:00 PM

You still need some design experience and "taste" though.

I've seen some B2B apps which used the Windows look-and-feel and looked absolutely awful: Actions wildly scattered through buttons, menus and context menus, panels and tabs nested several layers deep until the UI started to look like a canyon formation - and no icons or color at all, because I suppose those would have been "unprofessional" - so everything was in dull gray.

(I think it's worth realizing how colorful the stock Windows dialogs and applications actually are through the use of icons, even despite all widgets being gray.)

I still believe the Windows 2000-era UI toolkit is one of the best, because at least it gives you straightforward pathways to build a good-looking and usable UI - but you still have to want to do it.

by xg15

6/18/2026 at 3:44:29 PM

Like the floppy disk for “save”? Or the old school phone receiver for “call”?

by bromuro

6/18/2026 at 4:21:21 PM

For icons and some aspects of functionality why not as a starting place?

Where it falls down is when designers force too many of the paradigms of the RL original onto a platform that doesn't suit it [0].

[0] See for example the Mac OS X Address Book app https://www.betalogue.com/2012/01/15/abook6-dumb/.

by lonelyasacloud

6/18/2026 at 3:56:10 PM

There's nothing wrong with either of those.

No different than "windows" or "desktops" or "files." When was the last time you actually saw a file folder? Or a document separated by sheets with "tabs."

95% of computer users have never seen an ethernet cable, but they're still the symbol for networking.

99% of car drivers have never seen brake calipers, but they're part of the icon when my car's parking brake is on.

by reaperducer

6/18/2026 at 4:06:32 PM

> When was the last time you actually saw a file folder? Or a document separated by sheets with "tabs."

Every day because normal functioning adults still need to keep paper records of things.

by ranger_danger

6/18/2026 at 4:37:30 PM

I really liked when XP came out, and you could have both the clean 2000 look with advanced font rendering like cleartype. That was the perfect combo for desktop use.

I had my xp running a blackbox 4win and coLinux/cygwin, then moved onto vmware/virtualbox with windows vm and linux desktop, now I'm doing win11+wsl2 and loving it for cuda/ai/building projects.

by IronWolve

6/18/2026 at 4:56:19 PM

RE: Start Menu, the article does not mention or show the obnoxious “Personalized Menus” feature which is the one and only ‘must disable’ when I use Win2k. It triggers after some number of days and hides infrequently-used programs from the Programs submenu as a workaround for the menu growing large and unwieldy when many programs are installed, but IMO I think it's even worse than what it claims to fix.

by Lammy

6/18/2026 at 6:01:08 PM

In the 90s and early 2000s, Microsoft had a lot of good UI, but their defaults were always really poorly chosen.

by ConceptJunkie

6/18/2026 at 4:21:26 PM

> In Windows 95, those toolbar icons were still actual buttons. In Windows 2000, they are recognizable as a button when activated, but in their default state they're not and you have to hover over them:

This is something I've struggled with as toolkits change and old widget themes stop working. There are still some decent themes out there (e.g. Skulpture for Qt has been my default for many years), and with a little patching they can be dragged into working on the latest toolkit versions. Yet I can't seem to avoid this "you have to hover over to see that it's actually a button" behaviour. Very annoying!

by chriswarbo

6/18/2026 at 3:49:25 PM

The loss of the theme menu and 'Windows classic' from Windows 8 onwards is dearly missed. But Windows classic hasn't gone away. If you run a 32-bit executable on Windows 10 or 11 under Windows XP compatibility mode, and set 'reduced colour mode', Windows Classic comes back. I have also noticed that when Adobe Acrobat crashes (heh) it momentarily flashes Windows classic on the title bars.

It's all still there. Bring it back, Microsoft. And put HiDPI and all your other modern technologies like D3D12 and borderless full-screen on it. I want to write old-school Win32 applications that fly.

by delta_p_delta_x

6/18/2026 at 11:57:24 PM

> It's a little bit sluggish, isn't it? And takes quite a bit of time to boot, right? It's certainly usable, though, not worse than your average website these days. I intend to use this setup for next Advent of Code. > > But here's the kicker: This is Windows 2000 SP4 running on a Pentium 133 with 64 MB of RAM and a spinning harddisk

Heh, gotta reference https://jmmv.dev/2023/06/fast-machines-slow-machines.html (https://news.ycombinator.com/item?id=43972004) from a few years ago. There is a video in there of Windows 2000 running on a K7-600 from 1999 and it indeed flies.

by jmmv

6/18/2026 at 4:49:21 PM

For me Windows 2000 Professional is the best OS that Microsoft ever released. At the time I used it was really polished, stable and fast.

One recurring question that I keep asking myself is why UIs have to constantly change for the worse?

What would happen if vendors kept using the same UI for decades? Would people hate or love having a one well thought UI?

by liendolucas

6/18/2026 at 6:22:57 PM

> One recurring question that I keep asking myself is why UIs have to constantly change for the worse?

So the designers have something to do and so the CEOs have something easy to think of when they need to 'shake things up'.

That's all I can think of. I can't think of any that actually benefit the user (barring your original UI being absolute garbage, to the point anything else is an improvement, but even then, the original UI should still be available in some capacity).

> What would happen if vendors kept using the same UI for decades? Would people hate or love having a one well thought UI?

They hate having to re-learn UIs every 5-10 years (per OS/application/website!), so I don't think you've got much to lose trying to maintain a single good UI. And in the few cases where the UI basically hasn't changed in a long time (XFCE, VLC, probably more), they fucking love it.

by Telaneo

6/19/2026 at 3:21:57 AM

To offer another possibility, with a cynical motive:

1. We have an established user-base.

2. Our product and our competitors' products have a similar interface, so we might lose our lead if people start switching.

3. If we abruptly change our UI, they will have no choice but to learn the new one, either because they're too-invested or because they aren't the ones making purchasing decisions and it is mandated by an employer.

4. Once accustomed, the difference we created becomes a barrier to keep our customers captive and away from the competition's products.

by Terr_

6/18/2026 at 3:33:10 PM

For me: everything! I clicked so well with it, everything made sense and was responsive.

by mysterydip

6/18/2026 at 3:42:34 PM

It was clear, clean and understandable.

Buttons looked like buttons.

Windows (which have frames), looked like windows.

And there was no distracting design elements.

by alberth

6/18/2026 at 3:50:41 PM

I remember those times and there were a lot if windows that did not look like windows and buttons that did not look like buttons. Not in the apps provided by the OS itself, but in third-party software. It was the time of wild experiments, especially in software created by enthusiasts. We just tend to forget this stuff

by usrnm

6/18/2026 at 4:04:04 PM

It's not like the world was perfect before; it's just that it's gotten even worse. The lack of consistency has spread, to the point there barely is any.

by Telaneo

6/18/2026 at 6:05:10 PM

Application developers often had a lot of crazy (and bad) ideas, but at least Windows itself was consistent. But then those crazy, bad ideas started affecting Microsoft, and then you could make the Windows Media Player look like eyeballs.

"Skinning" apps was a good idea in theory, but in practice, it never offered anything better than the default of Windows 2000 and earlier eras. Now you can't change anything in the Windows UI except a few colors.

by ConceptJunkie

6/18/2026 at 3:55:21 PM

And crazy themes I had the matrix one with the "dodge this" sound instead of a ping... good times

by minkeymaniac

6/18/2026 at 6:35:22 PM

One of the things I miss being able to do in windows is arbitrarily drag around and arrange icons in a folder the same way you can on the desktop. Sorting files into piles of icons before selecting a pile and dragging and dropping it into a folder was a nice way to get them originated. I think windows 7 might have killed that off.

by autoexec

6/18/2026 at 7:27:57 PM

Isn't it still an option that you can enable in the context menu?

by john-aj

6/18/2026 at 10:37:05 PM

Just at the desktop, but not in actual folders. There were registry changes that allowed it in some versions of windows 10

https://www.tenforums.com/tutorials/14856-enable-disable-aut...

by autoexec

6/18/2026 at 3:48:48 PM

The article praises the UI, but isn't Windows 2000 using the Windows 95/98 UI with a different kernel?

by mig39

6/18/2026 at 3:51:41 PM

Hold on, don't give cred it to Windows 95. The beveled 3D look was the invention of NeXT. Windows 95 copied everything from them. https://guidebookgallery.org/screenshots/openstep42

by petilon

6/18/2026 at 6:34:43 PM

Amiga workbench was similar, although cruder, starting in 1985. I think it was just happening all around at that time.

by kbelder

6/18/2026 at 7:43:50 PM

Amiga workbench may have been available in 1985, but I think the bevels were introduced around 1990, in which case they copied NeXTSTEP.

by petilon

6/19/2026 at 1:42:22 AM

Bevels were introduced in user software well before 2.0 changed the design system-wide. I remember seeing plenty of software that ran on 1.3 that had 3D gadgets, and there was an unofficial on-the-fly system patch that could provide 3D window gadgets. I don't remember specific years, however.

by LocalH

6/18/2026 at 3:51:34 PM

The different kernel for 95/98 was NT 4... Windows 2000 was unified, same UI for Consumer and Server

by minkeymaniac

6/18/2026 at 5:21:44 PM

There is no version of Windows 2000 for consumers.

Windows Me was the nearest consumer release (2000 came out in 1999, Me in 2000), and did share most of the same UI, but was based on Windows 98.

Windows XP was the first version of Windows to ship with the same codebase for both consumer and business.

by daveoc64

6/18/2026 at 6:05:14 PM

Windows 2000 Professional was the non server edition no? That's the one I was running AFAIK.

https://en.wikipedia.org/wiki/Windows_2000#Editions

But you might be right by meaning consumer is non business user.. I also ran ME for about 2 weeks lol

by minkeymaniac

6/18/2026 at 3:50:35 PM

> I liked the UIs of the entire era from 3.0 to 2000, really. I'm mostly using Windows 2000 as an example here because it runs so well in QEMU/KVM and that allows me to easily take screenshots.

by flanked-evergl

6/18/2026 at 3:58:13 PM

I agree with the author's wish for visual cues when something is clickable, scrollable, etc.... This, on the other hand:

> Imitating real objects is good, too -- I don't have a single one of Android's "sliders" anywhere in my house, for example, so why don't you make this a checkbox, because writing down a check mark on paper is something that I actually do:

feels like an idea from a time when many people were encountering UIs on screens for the very first time as adults. I think the slider would be recognized as a toggle in its usual context of a settings screen by most people who have seen a settings screen before, but not that specific design for a toggle.

by Zak

6/18/2026 at 4:34:38 PM

> I think the slider would be recognized as a toggle in its usual context of a settings screen by most people who have seen a settings screen before, but not that specific design for a toggle.

I've been using computers since the early 90s; we got our first home computer when I was four; I've used many different operating systems.

As a professional Web developer, it took me an embarrassingly long time to figure out what those slider widgets are supposed to mean. It's still very easy to get them wrong/confused (both as a user, and as the designer/dev making the form), e.g. when the affirmative state involves a negative setting, like "Mute" (does "on" mean "muted"; or does "on" refer to the audio, which I can use this to mute?)

by chriswarbo

6/18/2026 at 4:08:37 PM

There is a specific UI guideline for something that can be enabled or not: it's called a tick box. The on-off switch thing is a distinctly iOS invention [1]. The funny thing is that OS X (now macOS) mostly held off using those 'switches' too, until fairly recently.

[1]: https://freeimage.host/i/CxYBW6G

by delta_p_delta_x

6/18/2026 at 4:39:18 PM

The switch widget is for settings where flipping the switch takes immediate effect, unlike a checkbox where you have to press some "OK", "Submit" or "Apply" button. In Windows 2000/Office UIs, this would've been shown as a button that could visibly switch between "pressed" and "not pressed" states, just like a push-down switch, but that was rarely used. The modern labeled switch design is a lot more intuitive than that.

by zozbot234

6/18/2026 at 6:35:53 PM

> The modern labeled switch design is a lot more intuitive than that.

In a lot of the modern switches I meet with the colour choice makes it totally unclear which is on and which is off.

Ok, if it's a cookie acceptance dialog it makes sense to do dark patterns, but I've seen it in legit apps too.

by nottorp

6/19/2026 at 3:12:02 PM

DVD menus is another place where this confusion happens. Of course, any DVDs I buy these days are ripped, converted to H.265 and put on the NAS.

by ConceptJunkie

6/18/2026 at 4:29:43 PM

Whose specific UI guideline are you talking about? Android's recommends the switch component for setting toggles: https://m3.material.io/components/switch/overview

by Zak

6/18/2026 at 6:23:44 PM

> While we're at it: Hiding filename extensions was one of the capital sins in computer history, if you ask me

So true! Does anyone know why this happened?

by n4r9

6/18/2026 at 6:43:43 PM

It's been the default since Windows 95, and I suspect it's because it was just noise to the average and upcoming computer user (ignoring the fact that coolsong.mp3.exe would soon become a problem, since that probably hadn't happened yet). MacOS functionally did the same, so MS probably wanted to seem equally 'sleek'.

The fact that it continued to be the default past Windows 98/ME/2000, when problems caused by it were widespread, baffles me though.

I can't find a source to find an exact reason though, and given it's been a thing since 95, there might not been one out there.

by Telaneo

6/18/2026 at 6:53:06 PM

Huh, I could swear the Windows XP we had when I was a kid showed file extensions by default.

by n4r9

6/18/2026 at 7:13:04 PM

It might have varied across versions (maybe Home Edition still hid them, while Professional didn't?). But given the number of guides and people complaining about it online even in the XP days, it must have been a default in some capacity on XP.

It was still a default on some Windows 10 installations I've made, so it's still around (can't confirm 11, since I haven't installed that for myself).

by Telaneo

6/18/2026 at 4:00:41 PM

I liked every version of Windows that I’ve used, back to 3.1 all the way up to 11. Nowadays I mostly use 10/11 at home and at work. A new Windows upgrade was always a magical treat for me, the old slow HDD speeds building up anticipation during the installation phase, making me excited to finally use it. Growing up with computers unfortunately demystifies many things, but such is the price of poignance.

by groan

6/18/2026 at 5:29:14 PM

This is why I run XFCE with the Chicago95 theme. Sure, it's Windows 95 but the 2000 UI wasn't a big divergence from memory. It's familiar and gets out of the way. https://github.com/grassmunk/Chicago95

by MisterTea

6/18/2026 at 8:58:51 PM

The Chicago95 theme is great, but https://github.com/B00merang-Project/Windows-Classic (and many other repositories under the same GitHub user) is a nice addition: it has styling for other DEs and a theme for GTK 4. The GTK 4 theme doesn't remove the excess padding unfortunately, but at least it has a proper 3D beveled look which actually works great with the "responsive", mobile-ready apps.

by zozbot234

6/18/2026 at 6:49:46 PM

"Remember the good old days of Windows 2k's UI?" is not something I thought I'd ever say.

by wayeq

6/18/2026 at 6:52:17 PM

It's not wrong tho

by readthenotes1

6/18/2026 at 4:00:07 PM

Maybe relevant: http://windows93.net/

by xg15

6/19/2026 at 6:41:07 AM

Having nice and Windows in the same sentence is just unnatural.

by bronlund

6/18/2026 at 4:53:35 PM

Yeah, Win 2000 is still my favorite Windows version, UX wise.

Clean, concise, no surprises, dependable.

by bipson

6/18/2026 at 11:08:16 PM

The problem is, once you reach the peak, there’s nowhere to go.

by cadamsdotcom

6/18/2026 at 11:40:18 PM

i like 9x/2k but prefer 8.1 more. unless they removed start menu from it. it looks modern, simple and works snappy. 7 feels like reforged Vista to me.

by donkeylazy456

6/18/2026 at 5:20:33 PM

When are we going to start designing UIs based on scientific HCI instead of marketing BS? Or has that gone the way of the dodo?

by smcg

6/18/2026 at 8:54:17 PM

Unfortunately marketing helps sell OS upgrades and new PCs, and one way to market a new OS is to advertise its “new and improved” UI. OS UI used to be more utilitarian and rooted in HCI principles, notably the classic Mac OS and Windows 95/98/NT/2000.

Ironically Apple got the ball rolling with fashionable UI when it released Aqua in early Mac OS X, though Aqua was well-executed, having style while still being rooted in HCI principles. Unfortunately the industry took the wrong lesson; competitors responded to Aqua’s style without providing UIs of substance. Sadly even Apple has slipped once Steve Jobs passed away; its UIs have increasingly become more style over substance. Apple has long abandoned the days of Bill Atkinson, Larry Tesler, Bruce Tognazzini, and Don Norman, and unfortunately Jony Ive was less effective when Steve Jobs was no longer around to provide critical feedback. macOS 26 is one of the biggest UI regressions in the entire history of the Mac, though thankfully it’s not unusable and it appears that macOS 27 will be a big improvement thanks to user and reviewer feedback.

by linguae

6/18/2026 at 6:26:19 PM

When was the last time someone published a proper article that involved HCI that got even the slightest bit of attention? It's been dead for a long time as far as I can tell (last time it was alive was probably back when Win2K was relevant!).

by Telaneo

6/18/2026 at 6:51:29 PM

That era ended 20+ years ago. Sorry, pal. Microsoft has been flailing since Windows 2000 to "improve" the UI, often with one bad idea after another: let's make Windows apps look like webpages, let's make Windows apps look like phones, let's remove all the graphics elements that let you distinguish one window or element from another, let's put 5 times more whitespace into every screen than is needed...

Yes, I can see where the Windows 2000 "Classic" UI was considered bland, but it was also the functional and consistent UI Microsoft ever made. Most changes since have been a step backwards.

by ConceptJunkie

6/18/2026 at 4:30:10 PM

I still use this background Color on my Mac or Linux.

by weitzj

6/18/2026 at 7:54:56 PM

It was clean and consistent (pretty much).

by sigzero

6/18/2026 at 4:39:05 PM

win2k is the goat. fast, clear, no bullshit. sadly rdp and cleartype dragged me away and i've regretted it ever since.

by gk--

6/18/2026 at 6:23:57 PM

On Windows 7 it was still possible to have the Win 2000-esque UI. I think it was an option between the classic UI or the fancy UI with gradient buttons and translucency and slowness.

by netsharc

6/18/2026 at 6:55:38 PM

I don't understand why they couldn't have kept that option. The Windows UI is currently the least customizable I've ever seen and I started using Windows with 2.1.

by ConceptJunkie

6/18/2026 at 7:22:25 PM

Somehow they seemingly had to rewrite everything in React or Javascript (citation needed...), but then they ran out of time and budget to reimplement all the functionality.

For a long time some settings on Windows 10 could be found partially on old style control panel windows, and partially the flat look "minimalist webpage" settings app...

by netsharc

6/18/2026 at 4:37:22 PM

I agree with these points, but I will still be disagreeable and take a more nuanced position: Windows NT 5.0 Interim Developer Release build 1796 (and some preceding builds) were peak Windows UI, because they had all the points in the article, plus a "show desktop" button in the lower right corner that you could blindly throw your mouse at-- a feature relegated to a Quick Launch action from the subsequent build, and only restored in Windows 7.

Check it out: https://dn721308.ca.archive.org/0/items/usa_1796.1_winNT50.w...

by theodric

6/18/2026 at 4:10:44 PM

When Windows XP came out, computer magazines wrote articles on how to switch the more modern, colorful UI back to the old, grey, drab, boring UI of Windows 95/98/2000.

I was young at the time and this seemed absurd to me. Why would you willingly use a UI that looks like wearing an old grey tie for a dusty office job in a depressing concrete building?

by cubefox

6/18/2026 at 4:33:16 PM

I was youngish at the time and thought Windows XP looked like clown vomit.

There is a German saying "Grün und blau schmückt die Sau" ~"green and blue grace the pig" - and XP was green and blue and shiny like hard candy.

by ahartmetz

6/18/2026 at 6:57:43 PM

Yeah, it was butt-ugly. The default Windows UI didn't actually look better until Windows 7, but I used the "Classic" look as long as it was supported. I skipped Windows 8/8.1 entirely, and while Windows 10 was reasonable in terms of how it worked, it was also butt-ugly, but now you couldn't do much of anything to customize it.

by ConceptJunkie

6/18/2026 at 9:36:48 PM

Windows 8 was stupid with the tablet-optimized UI, but I thought it was OK aesthetically, and Windows 10 more so. Even Windows 11 is "pretty" if you don't click the wrong thing and get a legacy dialog from 1...∞ versions back.

I use Linux by the way... but not all Windowses look ugly IMO.

by ahartmetz

6/18/2026 at 4:37:12 PM

Windows XP was the first OS I ever used and still I switched to the classic UI because it looked just better in my opinion.

by thesdev

6/18/2026 at 5:28:07 PM

The older UI was also noticably faster. The new UI looked like a daycare: saturated colors and all thick, rounded borders on everything.

by teddyh

6/18/2026 at 10:02:58 PM

Maybe Windows 2000 was faster than XP, but I'm pretty sure the old and new UIs in Windows XP didn't have any speed difference. It was just different cosmetics.

by cubefox

6/18/2026 at 5:06:47 PM

Some people like brutalist architecture.

I think is so ugly that I'm half tempted to chatgpt fact check this comment. It very well could have been a deliberate conspiracy to lie to the public and say it looks good to make some austerity go down easier.

by dogleash

6/18/2026 at 6:31:21 PM

I hate brutalist architecture, but love the Win2K design language, for what should be fairly obvious reasons. I interact with software. I don't interact with architecture beyond the visuals. It can look as shit as it wants, but if it gets out of my way and lets me do what I want to do, then it's great. It'd be nice if it look better, but I'll take function over form 10/10 times.

The only reason brutalist buildings were made in that style is because it's cheap(er), and because some architects started to smell their own farts a bit too much. Win9X/Win2K were made the way they are because it's actually conducive to get shit done.

by Telaneo

6/18/2026 at 7:28:10 PM

Making the UI grey seems just as conducive to productivity as the raw concrete walls on a brutalist office building.

by cubefox

6/19/2026 at 9:42:09 PM

I'd suspect one of the big constraints was that you had to support basic VGA: 640x480 at 16 bold colours on a cheap CRT.

With that palette, using white/black/dark grey/light grey for the UI leaves most of the "saturated" colours for the software's own messaging. If you make the main body of the UI red or yellow, it's going to wash out if software uses those colours for alert indicators. If you make it blue, it's probably going to be a bit subjectively dark, and you'd need to use light characters for contrast. White input fields might have a skeumorphic aspect in that they look like paper you can write on.

An interesting comparison is the colour schemes of CDE. It was usually used on 256+ colour systems, so many of the themes are pastel-centric, but it's aggressively beveled and has similar high legibility.

by hakfoo

6/18/2026 at 6:59:28 PM

If you were to quiz people who preferred the Windows 2000 look, you would more likely get detailed answers regarding the design language and functionality. If you were to quiz people who preferred the XP look, you would more likely get answers revolving around colors and shiny.

by ConceptJunkie