It seems this is very similar to the issue I have

https://github.com/fabric/fabric/issues/320

On Thu, Dec 1, 2011 at 6:59 PM, Paul Hoffman <[email protected]> wrote:

> I suspect that most of the time, sudo is being run when a password is
> needed (that is, there hasn't been a recent sudo from that user), but
> in the failure times, sudo is not prompting for a password because it
> isn't needed.
>
> Does Fabric itself assume that a password is needed every time?
>
> --Paul Hoffman
>
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