Sometimes after a reboot, my YubiKey card is not being detected when trying to use it to authenticate an SSH session, making the SSH connection fail with a Permission denied (publickey). error.

To check my card status, I run the ssh-add -L which should print my card's public key, but instead it shows this error:

$ ssh-add -L
Error connecting to agent: No such file or directory

After a lot of reading and tinkering, I'm still not sure what the underlying issue is, but I've found that the following command always fixes the issue after a restart:

gpg-connect-agent updatestartuptty /bye

From this, the quick-n-dirty solution is to add that command to as a bash alias by appending this line to the end of the ~/.bash_profile file:

alis gpgreset='gpg-connect-agent updatestartuptty /bye'

If you prefer one-liners, you can paste this command in your terminal window and it'll append the line to the end of your bash profile file:

echo "alias gpgreset='gpg-connect-agent updatestartuptty /bye'" >> ~/.bash_profile

Now quit Terminal (⌘+Q) and re-open it.

You should now be able to type gpgreset in your terminal to trigger a quick restart of the gpg-agent, which should fix any issue you are having with your YubiKey card.