Aki:

I have identified a bug in the "-O" option of "doveadm mailbox cryptokey password" plugin command -- it is expecting an argument, but it is supposed to be a boolean option.  I have also identified the (simple) fix to the source on github...

I am a dovecot community noob, so please forgive me if this has already been identified...  (if so, I hope it gets fixed soon)...

The "-O" option in struct doveadm_cmd_mcp_key_password is set to expect a STR parameter, but it should be BOOL.  See line 1027 in plugins/mail-crypt/doveadm-mail-crypt.c of master branch...

Currently:
    DOVEADM_CMD_PARAM('O', "ask-old-password", CMD_PARAM_STR, 0)

Should be:
    DOVEADM_CMD_PARAM('O', "ask-old-password", CMD_PARAM_BOOL, 0)

Workaround is to specify -O last on command line with a dummy argument, like this:
    doveadm mailbox cryptokey password -N -O ""
    
Also, a quick question and suggestion -- Why does the doveadm mailbox cryptokey password command not ask for a new password twice, with a check that both entries must match before the password is changed?  The last thing we would want is to type something wrong accidentally, and change the new password to something unknown -- rendering encrypted email unrecoverable.  I would like to suggest that the code in cmd_mcp_key_password_run be amended to include verifying password entry twice.

(I am writing a simple addition to postfixadmin that changes the user's mail-crypt password whenever they use postfixadmin to change their login password.  It calls doveadm to change the keys.  I came across this bug while working through this.)

Thanks for all your help!
Eric