Issue: not clear if the file is upload or not, see the screenshot. It is like this since months. Please fix this.
Details to reproduce: start any chat from Help
OS: iOS 26 but was happening in iOS 18 as well
Device: iPhone 16 pro max
App Version: 6.49
Screenshots:
Try editing or saving the pdf again, and then uploading.
Alternatively, use screenshots of each page.
You could ask them too? 
I feel like it saying “not sent” suggests it wasn’t sent, unless I’m missing something.
If it should accept them it should be fixed. But I wouldn’t say it’s unclear that it hasn’t.
Uploading a pdf is never working and there is that message. I, of course, was able to find workarounds in the past but when a pdf is bigger then, for instance, sending a screenshot for each page is not doable, given that there are people with different skills and ages that use this app.
I just wanted to report this bug.
They never confirmed to have received the pdf
