With the upgrade of Raspbian from stretch to buster I lost SSL support in sylpheed with version "3.7.0" . So in order to regain sylpheed SSL on buster I installed the following Jessie items as follows:- sudo apt-get remove sylpheed sudo dpkg -i libssl1.0.0_1.0.1t-1+deb8u12_armhf.deb sudo dpkg -i libonig2_5.9.5-3.2+deb8u3_armhf.deb sudo dpkg -i sylpheed_3.5.0_beta1_r3426-1_armhf.deb sudo dpkg -i sylpheed-plugins_3.5.0_beta1_r3426-1_armhf.deb sudo apt-mark hold sylpheed When you feel ready to update sylpheed again you can do the following:- sudo apt-mark unhold sylpheed