Despite macOS going through a couple major redesigns over the past couple years with Big Sur in 2020 and now Tahoe in 2025, there’s still one app that includes a very old looking interface that predates these redesigns: Apple Reminders.
If you open up Apple Reminders on the latest version of macOS, whether that be Tahoe beta or the stable version of Sequoia – you’ll find a little bit of a UI surprise when you open up the Photos picker to attach a photo to a reminder:

What makes this interesting is the fact that Apple redesigned the Reminders app with iOS 13 and macOS Catalina in 2019 – and this interface clearly is a bit dated even for those standards. It’s even more odd because Reminders on macOS utilizes Mac Catalyst, a relatively new technology.
How is this dated UI still in the latest version of macOS? Beats me. It’s a little out of character for Apple given their (typically) high standards for UI uniformity, so I thought it’d be interesting to draw attention to.
Given the color of the tab shading in the upper part of the UI, as well as the play button in the bottom left corner, this photo picker UI likely dates back to around OS X Leopard.
If you’d like to see this on your own Mac, open up the Reminders app, hit the info button on a reminder, then click add photo. It’s certainly a bit peculiar.
My favorite Apple accessory recommendations:
Follow Michael: X/Twitter, Bluesky, Instagram
FTC: We use income earning auto affiliate links. More.