WSUS: Setup WSUS 2012 R2 stalls when SSL / 443 is inspected by Web Filter

by butsch 2. March 2016 15:04

WSUS: Setup WSUS 2012 R2 stalls when SSL / 443 are inspected by Web Filter


While you finish WSUS Server installation you get an error


Windows Server Update Services Configuration Wizard

Synchronization Error Details

The underlying connection was closed: Could not establish trust relationship for the SSL/TLS secure channel.


Make a new Firewall Policy depending on your Firewall/IPS/Web Filter which opens Port 443 to * and does NOT Inspect/Break/Deep Inspect SSL traffic.




How to check if someone breaks SSL from and Endpoint you are on

On the machine you install WSUS open and check the Certificate.

If issued by "Shows a local domain" or a another Certificate than Issued to then the company

breaks the SSL traffic on Servers where install WSUS.

Ask the security engineer to make a new firewall rule from that server IP to * Port 443

and DON'T break SSL in that rule.




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