Sorry a bit limited on time at the moment so might fill in full bug report later.
But basically I’m trying to upload two or more jpg files from Windows Explorer to the Assets view in Squidex by dragging and dropping and it only uploads one file - I think it’s the one that you put your cursor on when you click, hold, drag and drop.
I’m using Squidex 5.5.0 in Chrome.
Edit: Selecting any number of files using the green “Select File(s)” works without any issues.