General Adding EducationRootCa for Zscaler SSL inspection (Ubuntu) From a Windows Server: Export the educationRootCa from the server Make sure it's named educationRootCa.crt Copy educationRootCa.crt to the ubuntu server: scp .\educationRootCA.crt username@hostname:/home/username/ From the Ubuntu Server Install ca-certificates sudo apt-get install -y ca-certificates Create the extra certs dir sudo mkdir /usr/local/share/ca-certificates/extra Copy to cert to the dir sudo cp educationRootCa.crt /usr/local/share/ca-certificates/extra/ Update the certificate store sudo update-ca-certificates