Here's What Your Favorite Mac Apps Would Have Looked Like in 1999

Spotify and Slack weren't even a thing 22 years ago, but driven by curiosity and an interest in the evolution of user interfaces, graphic designer Michael Feeney has painstakingly reimagined them and other macOS 12 applications to see what they would have looked like in the Mac OS 9 era.

mac os 9 spotify
In order to realize "(mac)OStalgia," Feeney first went back and analyzed the Mac OS 9 environment using the SheepShaver emulator, and then created a library of UI components that he could reuse throughout the project.

He then took a number of apps crucial to his daily workflow, including Spotify, Slack, Zoom, Figma, TextEdit, and Google Chrome, and gave their UIs the Mac OS 9 treatment. The results of Feeney's project are impressive, as you can see in the embedded video below.


As for what stood out the most in terms of the differences between the user interface and user experience, Feeney says:

Even though Design and UI trends definitely changed a lot in the past 20 years, applications still behave and look (somehow, aesthetic aside) very similar. After all, it is indeed difficult to replace well installed behaviour such as visual feedback on hover, scroll for more content, double click to launch application, etc. Basically, because our Operating Systems still behave in a similar way, so did the UI and the UX of many of our apps.

One area where both UI and UX improved dramatically as part of the operating systems is on the accessibility front. The apparition (and improvement) of a full-fledged Voice Control, integrated screen readers, dark mode, etc. is definitely what stood out the most looking back at Mac OS 9.

Mac OS 9 was introduced on October 23, 1999, and featured internet support out of the box with Internet Explorer, an email client, text-to-speech, and Sherlock 2.0 – the built-in tool that let users search their computer and the internet, and the direct ancestor of Spotlight in macOS. Apple discontinued development of Mac OS 9 in 2001 and it was succeeded by Mac OS X.

Feeney's Mac OS 9: UI Kit is available to download for free, for use by the Figma community and in personal projects as well.

Popular Stories

iOS 26

iOS 26.2 Coming Soon With These 8 New Features on Your iPhone

Thursday December 11, 2025 8:49 am PST by
Apple seeded the second iOS 26.2 Release Candidate to developers earlier this week, meaning the update will be released to the general public very soon. Apple confirmed iOS 26.2 would be released in December, but it did not provide a specific date. We expect the update to be released by early next week. iOS 26.2 includes a handful of new features and changes on the iPhone, such as a new...
iOS 26

iOS 26.4 and iOS 27 Features Revealed in New Leak

Friday December 12, 2025 10:56 am PST by
Macworld's Filipe Espósito today revealed a handful of features that Apple is allegedly planning for iOS 26.4, iOS 27, and even iOS 28. The report said the features are referenced within the code for a leaked internal build of iOS 26 that is not meant to be seen by the public. However, it appears that Espósito and/or his sources managed to gain access to it, providing us with a sneak peek...
iOS 26

Apple Releases iOS 26.2 With Alarms for Reminders, Lock Screen Changes, Enhanced Safety Alerts and More

Friday December 12, 2025 10:10 am PST by
Apple today released iOS 26.2, the second major update to the iOS 26 operating system that came out in September, iOS 26.2 comes a little over a month after iOS 26.1 launched. ‌iOS 26‌.2 is compatible with the ‌iPhone‌ 11 series and later, as well as the second-generation ‌iPhone‌ SE. The new software can be downloaded on eligible iPhones over-the-air by going to Settings >...
AirPods Pro Firmware Feature

Apple Releases New Firmware for AirPods Pro 2 and AirPods Pro 3

Thursday December 11, 2025 11:28 am PST by
Apple today released new firmware designed for the AirPods Pro 3 and the prior-generation AirPods Pro 2. The AirPods Pro 3 firmware is 8B30, up from 8B25, while the AirPods Pro 2 firmware is 8B28, up from 8B21. There's no word on what's include in the updated firmware, but the AirPods Pro 2 and AirPods Pro 3 are getting expanded support for Live Translation in the European Union in iOS...
macOS Tahoe 26 Thumb

Apple Releases macOS Tahoe 26.2 With Edge Light

Friday December 12, 2025 10:08 am PST by
Apple today released macOS Tahoe 26.2, the second major update to the macOS Tahoe operating system that came out in September. macOS Tahoe 26.2 comes five weeks after Apple released macOS Tahoe 26.1. Mac users can download the macOS Tahoe update by using the Software Update section of System Settings. macOS Tahoe 26.2 includes Edge Light, a feature that illuminates your face with soft...
AirTag 2 Mock Feature

Apple AirTag 2: Four New Features Found in iOS 26 Code

Thursday December 11, 2025 10:31 am PST by
The AirTag 2 will include a handful of new features that will improve tracking capabilities, according to a new report from Macworld. The site says that it was able to access an internal build of iOS 26, which includes references to multiple unreleased products. Here's what's supposedly coming: An improved pairing process, though no details were provided. AirTag pairing is already...
ipados 26 1 slide over

Apple Releases iPadOS 26.2 With Multitasking Improvements

Friday December 12, 2025 10:09 am PST by
Apple today released iPadOS 26.2, the second major update to the iPadOS 26 operating system released in September. iPadOS 26.2 comes a month after iPadOS 26.1. The new software can be downloaded on eligible iPads over-the-air by going to Settings > General > Software Update. iPadOS 26.2 continues with the multitasking improvements that were added with iPadOS 26.1. You can now drag and...
iphone fold text

'iPhone Fold' Arrival Expected to Cement Book-Style Era for Foldables

Friday December 12, 2025 3:55 am PST by
Foldable smartphone panel shipments are projected to jump 46% year-over-year in 2026, with Apple's entry into the market serving as the main catalyst, according to Counterpoint Research's latest Foldable-Rollable Display Shipment Tracker. "Apple is the key driver as it starts to procure panels for its first foldable iPhone," said Counterpoint's Guillaume Chansin. The research firm expects...

Top Rated Comments

Kissmo1980 Avatar
52 months ago
Notice how the interface is not rainbow vomit and how it focuses on content.
It’s something that died with the introduction of flat over the top saturated UI elements.

I wish Mac OS would allow users to theme or at least to provide the Aqua interface alternative.
Score: 45 Votes (Like | Disagree)
robertcoogan Avatar
52 months ago
Right here is a good argument as to why Apple should let people mod their desktops.

I miss (the old) ResExcellence.
Score: 21 Votes (Like | Disagree)
smirking Avatar
52 months ago
This was so awesome. I miss that OS and the days when your computer plugged you into a parallel universe that required imagination to fully experience instead of some bastardized version of the real world condensed down to the size of your screen.
Score: 18 Votes (Like | Disagree)
Freeangel1 Avatar
52 months ago
I still have a fully functional dual G4 1GHZ Quicksilver loaded with os9 software including Final Cut Pro, Pro Tools and Sound Designer 2.83 with an Audiomedia III card from DigiDesign.

I HAVE THEE LARGEST OS9 software collection on the planet.
Score: 17 Votes (Like | Disagree)
sw1tcher Avatar
52 months ago

Oh I remember those days. But as i recall most were using dialup modems in those days so video conferencing was only available in schools and corporations.
1000 free hours on AOL FTW!

And when you tried to cancel, they'd give you another free 1000 hours. ?

It was nice getting free internet back then. Just rinse and repeat with AOL, MSN, CompuServe, Prodigy, Juno, MindSpring, Earthlink, NetZero
Score: 13 Votes (Like | Disagree)
now i see it Avatar
52 months ago
Mac OS 9 and all the ones before it crashed way too often. Daily crashes was the norm in my experience. Also OS 8 was the real star. OS 9 was just a slight (and bloated) refinement of OS 8.
Score: 11 Votes (Like | Disagree)