I was also curious about this. Seems that what you describe is normal behavior.
When I look in Board settings, under the "Available offline" checkbox, I see that "Card attachments will not be available."
(Note that card attachments will not be available offline unless they have been already loaded.)
And some interesting technical discussion here:
Can you try loading your attachments while you have internet connection and then going offline?
I just tested it out and it worked for me.
I think maybe it's a legacy checkbox, because I seem to be able to view all the boards offline even if they don't have that box checked. 🤔
I'm on the android app, so I'll be seeing a different UI than you (I added the label "ios" to your question in case other people swing by with ios answers).
I am also curious about this. I made a card and took photos of some hiking guide information. I wasn't able to access this offline. When I got back to town I found the settings to make that board available offline. To test, I put my phone in airplane mode and couldn't access the attachment. However, if I went back on wifi and opened the attachment, when I went back into airplane mode I was able to open the attached photo.
So, if I make a card with some photos, then open each photo while connected, does it makes sense that I could subsequently open them offline?
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