All Supported DevTest releases.
Configuration issue in the local.properties file of where the VSE is that cannot be deployed to when using SSL.
In the local.properties file of where you cannot deploy to, change this property
ssl.server.cert.pass.encrypted=<the plaintest password was here>
ssl.server.cert.pass=<the plaintext password>
Restart all components on this machine.
Restart your Workstation.
This resolved the issue.