ServiceNow and JIRA feel actively hostile towards the user.

Ive used alot of bad UI and I dont currently use any UI that I would call bad.

LM Studio though... boy I kind of wish I could fork it and fix the ui lol.

iOS, hands down. Why can I still not reply to messages from my notification drawer? Why doesn't the keyboard suggest contractions? Why don't I have a dedicated back button, like I did on Android? Why is Siri so astonishingly bad? Why are there 3-4 different settings (including the hardware mute switch!) that control volume? Why are hidden, undiscoverable gestures the only way to do important things?

I was forced to switch from Android 3 years ago, and I am shocked every day that the UX is so much worse.

Gnu Image Manipulation Program. Lots of twiddly things wrong, like:

Doing a crop, the cursor almost disappears. Same with freestyling the outline of some complicated shape to cut.

Picking a color doesn't work consistently.

Choosing a pencil or brush - WTF, it's all wrong.

The layers menu is incomprehensible.

There's a lot more.

Illustrator for iPad. Especially coming from CS6. It seems like most of the functionality exists, but some things are incredibly tedious to change or are buried too many menus deep. It’s almost an uncanny valley thing, it’s too close to what I’m used to that it throws me off. I tend to only reach for it when I specifically want use a stylus/pencil and then go back to desktop as soon as I can.