On Wed 2016-10-12 13:02:56 -0400, OmegaPhil wrote:
> Since that point, I have uninstalled pinentry-qt4 and have happily been
> using pinentry-gtk-2.
>
> Installing pinentry-qt (0.9.7-5) and switching to it via alternatives
> results in the following error dialog coming up 4 times in succession
> from Enigmail:
>
> =====================================================================
>
> GnuPG cannot query your passphrase via pinentry.
>
> This is a system setup or configuration error that prevents Enigmail
> from working properly and cannot be fixed automatically.
>
> We strongly recommend that you consult our support web site at
> https://enigmail.net/faq.
>
> =====================================================================
>
> The real error comes out in ~/.xsession-errors:
>
> =====================================================================
>
> gpg-agent[7019]: can't connect to the PIN entry module
> '/usr/bin/pinentry': End of file
> gpg-agent[7019]: failed to unprotect the secret key: No pinentry
> gpg-agent[7019]: failed to read the secret key
> gpg-agent[7019]: command 'PKDECRYPT' failed: No pinentry

I'm still baffled. i followed exactly the steps that you did and the QT
prompt shows up for me :(

What version of enigmail are you running?  where did you get it from?

can you turn on debug-pinentry in your dirmngr.conf and see what it says?

    --dkg

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