Please run

gpg-connect-agent -v

getinfo version
/bye

gpg-connect-agent -v

gpg-connect-agent: no running gpg-agent - starting '/usr/local/bin/gpg-agent'
gpg-connect-agent: waiting for the agent to come up ... (5s)
gpg-connect-agent: waiting for the agent to come up ... (4s)
gpg-connect-agent: waiting for the agent to come up ... (3s)
gpg-connect-agent: waiting for the agent to come up ... (2s)
gpg-connect-agent: waiting for the agent to come up ... (1s)
gpg-connect-agent: can't connect to the agent: IPC connect call failed
gpg-connect-agent: error sending standard options: No agent running

Start the agent this way:

/usr/local/bin/gpg-agent -v --daemon

errors?

/usr/local/bin/gpg-agent -v --daemon

gpg-agent[2676]: listening on socket '/home/nui/.gnupg/S.gpg-agent'
/usr/local/bin/gpg-agent: relocation error: /usr/local/bin/gpg-agent: symbol
assuan_sock_set_flag, version LIBASSUAN_1.0 not defined in file libassuan.so.0
with link time reference

Yes, with exit code = 127

That is a build/runtime linker problem. You have build against a newer
libassuan version than installed on your system. Use ldconfig or as a quick
workaround set LD_LIBRARY_PATH to point to the place where libassuan has been
installed.

assuan_sock_set_flag was introduced with libassuan 2.4.0 which also changed also
chnaged the minor SO number.

That works.
Thanks for your kind support.

In T2203#88661, @nuimk wrote:

/usr/local/bin/gpg-agent -v --daemon

Hi Guys I would like to submit this issue for me, I done around 10 hours already on this issue finding a way to make gpg-agent properly running with gpg2.
When I run the command above I experienced

gpg-agent[72463]: error binding socket to '/dev/shm/S.gpg-agent': No such file or directory

And many others.

The difference was a path to gpg-agent not the :

/usr/local/bin/gpg-agent -v --daemon

but

/usr/local/Cellar/gnupg/2.2.12/bin/gpg-agent

I hope I can get this over, since my Mac is running it but my colleagues Mac is tough nut.

When I did

brew reinstall gpg2

I saw this today

Target /usr/local/bin/gpg-agent
already exists. You may want to remove it:
  rm '/usr/local/bin/gpg-agent'

To force the link and overwrite all conflicting files:
  brew link --overwrite gnupg

To list all files that would be deleted:
  brew link --overwrite --dry-run gnupg

Possible conflicting files are:
/usr/local/bin/gpg-agent -> /usr/local/MacGPG2/bin/gpg-agent
==> Caveats

And I did link it and remove. Now I wonder about the start of gpg2-agent or something like that

Okay I think I got the root of the issue

mkdir: /dev/shm/.ssh-0: Operation not permitted

when running

mkdir -p "$HOME/.ssh" "$HOME/.gnupg"
chmod 0700 "$HOME/.ssh" "$HOME/.gnupg"

with or without sudo
so meanwhile need to switch this, & I also reopened the issue because I would need to put all the sources into new issue from the old one and I think this will be easier to check

Your home is under /dev/ - really? Please run

echo $HOME ;  id

Thanks @werner I will do tonight when connecting to my team mates PC.
Btw meanwhile I actually felt like I need to open next issue where I explain all my details

https://dev.gnupg.org/T4319
:)

So the output of this was

/Users/carlocardenas
uid=501(carlocardenas) gid=20(staff) groups=20(staff),12(everyone),61(localaccounts),79(_appserverusr),80(admin),81(_appserveradm),98(_lpadmin),701(com.apple.sharepoint.group.1),33(_appstore),100(_lpoperator),204(_developer),250(_analyticsusers),395(com.apple.access_ftp),398(com.apple.access_screensharing),399(com.apple.access_ssh-disabled)

@werner