there is a discussion of pinentry problems here: Pinentry problems

On 09/01/2015 02:48 AM, Nathan Ringo wrote:
When I'm typing my password into pinentry, it crashes partway through.
Enigmail then says "no matching private/secret key found to decrypt
message". When I run

gpg-agent --debug-level expert --use-standard-socket --daemon /bin/sh

as proscribed in the support page, the problem ceases to exist. I can
use command-line gpg with graphical pinentry just fine. The
combination of these two factors makes me suspect that the issue's in
how Enigmail connects to gpg-agent, but I might be wrong.

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-- 
/Mike

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