> when I try to upload an image in 2 different conversations (one after another), the second one complains the file already exists
That's because, bafflingly, it uses a local directory-cache for files. Think of it as the "Downloads" folder for a browser. Any time you upload, Teams will try to save it to your local cache first; if it finds the old file, it will whine like that.
Any time you want to upload a file, you should really not do in Chats but in Channels, which have a separate area for each Channel (backed by Sharepoint). Except in some companies (like where I'm now) people for some reason use Chats almost exclusively instead of Channels, so the whole thing becomes awkward: go to the channel, upload, get the link, paste the link in chat.
If anything, this points to poor use-case study and/or execution. There is a case for channels and for individual chats: details of how files upload happen should be dealt with under the hood.
Frankly, it feels odd even talking about this issue; we are discussing file uploads, worth a few kBs, in a messenger. This really, really, shouldn't be a problem :-)
you should really not do in Chats but in Channels, which have a separate area for each Channel (backed by Sharepoint)
people for some reason use Chats almost exclusively instead of Channels
The fact that there even needs to be such a distinction is itself a problem. They're both conversations, except with some slight differences? That's just asking for confusion.
That's because, bafflingly, it uses a local directory-cache for files. Think of it as the "Downloads" folder for a browser. Any time you upload, Teams will try to save it to your local cache first; if it finds the old file, it will whine like that.
Any time you want to upload a file, you should really not do in Chats but in Channels, which have a separate area for each Channel (backed by Sharepoint). Except in some companies (like where I'm now) people for some reason use Chats almost exclusively instead of Channels, so the whole thing becomes awkward: go to the channel, upload, get the link, paste the link in chat.
I guess it could be worse, it could be AOL.