08-16-2012
It's trying to ask for a password and can't, since you have no terminal. The way to fix that is to remove the password requirement for that sudo entry, not remove the TTY requirement.
Be very very specific about it, though. Only allow a specific user to do specific things passwordless.
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LEARN ABOUT DEBIAN
systemd-tty-ask-password-agent
SYSTEMD-TTY-ASK-PASSWORD-AGENT(1) systemd-tty-ask-password-agent SYSTEMD-TTY-ASK-PASSWORD-AGENT(1)
NAME
systemd-tty-ask-password-agent - List or process pending systemd password requests
SYNOPSIS
systemd-tty-ask-password-agent [OPTIONS...] [VARIABLE=VALUE...]
DESCRIPTION
systemd-tty-ask-password-agent is a password agent that handles password requests of the system, for example for hard disk encryption
passwords or SSL certificate passwords that need to be queried at boot-time or during runtime.
systemd-tty-ask-password-agent implements the Password Agents Specification[1], and is one of many possible response agents which answer to
queries formulated with systemd-ask-password(1).
OPTIONS
The following options are understood:
--list
Lists all currently pending system password requests.
--query
Process all currently pending system password requests by querying the user on the calling TTY.
--watch
Continuously process password requests.
--wall
Forward password requests to wall(1) instead of querying the user on the calling TTY.
--plymouth
Ask question with plymouth(8) instead of querying the user on the calling TTY.
--console
Ask question on /dev/console instead of querying the user on the calling TTY.
-h, --help
Print a short help text and exit.
--version
Print a short version string and exit.
EXIT STATUS
On success, 0 is returned, a non-zero failure code otherwise.
SEE ALSO
systemd(1), systemctl(1), systemd-ask-password-console.service(8), wall(1), plymouth(8)
NOTES
1. Password Agents Specification
https://www.freedesktop.org/wiki/Software/systemd/PasswordAgents
systemd 237 SYSTEMD-TTY-ASK-PASSWORD-AGENT(1)