System Status Checks = Error Something went wrong, sorry

[jrex]

Here’s a fix that worked for me.

OpenSSL error when running 'sudo mailinabox'

Something strange happened. I also had the same problem after, I think, some Python packages got updated. The problem seems to be some incompatibility between the Python packages pyOpenSSL and cryptography. I was able to solve this by removing pyOpenSSL and cryptography completely and then re-installing pyOpenSSL: sudo apt-get -y purge python3-openssl sudo rm -rf /usr/local/lib/python3.4/dist-packages/{OpenSSL,cryptography}* sudo pip3 install pyOpenSSL Then running the Mail-in-a-Box setup aga…