Interesting thing here is that Dude does not have this problem with newest Wine engine - but Btest app does. There should be some common denominator explaining this…
This not pre-packaged Winbox (like Winbox4mac or something like that). It is Wine instance created from scratch.
Winbox with Gcenx built wine has one big problem on Mac which screws up all field entries containing commas and periods
On my Mac (M2Pro, Sonoma), winbox 3.40 runs without issues using Gcenx wine builds available at
https://github.com/Gcenx/macOS_Wine_builds
Even winbox self update works.
Except it crashes on some cases http://forum.mikrotik.com/t/do-not-prefill-admin-in-the-router-login-page/172558/1 not sure if is related to that wine build or is generally Winbox issue.
Problem is not present with 21.2.0-1 but any newer engine exposes the problem. Who knows maybe it can be related to macOS version differences (it is possible that behaviour can be different on macOS 12 on Intel machine than on newer Apple Silicon machines)…

I’m using wine-8.21-staging on macOS 14.2.1
Of course different macOS and wine versions might have different problems.
PS
I’m not sure what those version numbers in your screenshot are referring to. Current wine version is 8.x (9.0 is in RC state)
CX21.2.0 - Wine 6.0.2
CX22.1.1 - Wine 7.7
CX23 - Wine 8.0.1
It would be helpful to rewrite winbox in Java, to run it everywhere (BSD unix and Linux) with no need for a Windows virtual machine or emulator.
Why Java. There are better options

OMG - thanks for the teaser!
@normis, when? :))
What do you mean “teaser”? That is just a wine install, that has been possible for a long time.
The Winbox icon…? (not the winbox64.exe)
Is just a wine link with custom icon?
I don’t understand these screenshots. They must be in macOSish. Anthing in Linuxish? ![]()
You want too much from a teaser. Teaser makes you think. Try it.
rextended you see more with one eye, than most with two eyes…
He will change the avatar again soon, and then nobody understands your message anymore.
For historical purposes only…

