sudo funktioniert nicht mehr richtig!?

$USER@$SERVER:~> ./hlds start
Starte $ANWENDUNG von $USER: $NAME
Passwort: $USERPW
su: ungültiges Kennwort
Passwort: $USERPW
#... und so weiter ... Er akzeptiert das Passwort nicht#

$USER@$SERVER:~> ./$ANWENDUNG status
Passwort: $USERPW # Hier akzeptiert er das Passwort aber plötzlich!?
$ANWENDUNG $NAME von $USER läuft! # oder läuft nicht... je nach dem

# sudoers file.
#
# This file MUST be edited with the 'visudo' command as root.
#
# See the sudoers man page for the details on how to write a sudoers file.
#

# Host alias specification

# User alias specification

# Cmnd alias specification

# Defaults specification

# prevent environment variables from influencing programs in an
# unexpected or harmful way (CVE-2005-2959, CVE-2005-4158,
# CVE-2006-0151)
Defaults always_set_home
Defaults env_reset

# In the default (unconfigured) configuration, sudo asks for the root password.
# This allows use of an ordinary user account for administration of a freshly
# installed system. When configuring sudo, delete the two
# following lines:
Defaults targetpw    # ask for the password of the target user i.e. root
ALL ALL=(ALL) ALL # WARNING! Only use this together with 'Defaults targetpw'!

# Runas alias specification

# User privilege specification
root    ALL=(ALL) ALL

# Uncomment to allow people in group wheel to run all commands
# %wheel        ALL=(ALL)       ALL

# Same thing without a password
# %wheel        ALL=(ALL)       NOPASSWD: ALL

# Samples
# %users  ALL=/sbin/mount /cdrom,/sbin/umount /cdrom
# %users  localhost=/sbin/shutdown -h now