Hi Julien,

> I'am using Cacert.org certificates. I have tried to point courier to the
> CA certificate I got from cacert, but with no effect.
> What's weird, Roundcube version has not changed with the wheezy=>jessie
> upgrade, so I am not sure Roundcube is faulty.

I don't know roundcube, but jessie comes with PHP5.6 which checks certs by 
default.

http://php.net/manual/en/migration56.openssl.php

Bye,
Thomas


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