I am running ESXi 6.5 and the vCenter appliance 6.5. I am working on getting Update Manager to work through our web proxy. I have Internet access from the VCSA, but I need to pass through a proxy which requires a client certificate for outbound traffic. With regular Linux/Unix servers, I merely import this into the CA certificates, then the server is able to unlock the door to go out through the Proxy. So far, I have been unable to get this to work on the VCSA. Has anyone else encountered this and knows the answer? My next move will be to setup the Update Manager Download Service (UMDS) elsewhere, and route to there.
