I have a similar issue on Pop OS. Sometimes Ctrl-C doesn't copy right away. But if I do it 2-3 times, it works. I've learned to Ctrl-C 3 times when I want to be sure that the copy works. Same thing with the middle mouse button.
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I think I may have had an issue like this in the past where the clipboard wasn't working at all. I believe I resolved it by installing wl-clipboard. There are also a few issues related to alacritty and clipboards in their GitHub from a while back so it might be version dependent as well.
Sharing your distro may be helpful to resolving this issue.
yes - sorry. It's Arch. I'm also running in Hyprland - which you may be able to tell from the title, but I forgot to mention it in the text.
Edit: I just checked and wl-clipboard is installed.
Ok, I also run Alacritty on Arch but I'm using KDE and tmux so it might be a bit different.
Do you have save_to_clipboard = true under [selection]?
I do now - hopefully it'll make a difference.