I just had this same problem happen to me in Karmic (ssh from Karmic to
sudo on Jaunty machine). Not the case on a Jaunty machine (ssh from
Jaunty to sudo on Karmic). Latter declines to run the command stating
there is no askpass specified or no tty.

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sudo password not masked when connecting with ssh
https://bugs.launchpad.net/bugs/56755
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