Event ID - 16

Event Id16
SourceWindows Update Agent
DescriptionWindows is unable to connect to the automatic updates service and therefore cannot download and install updates according to the set schedule. Windows will continue to try to establish a connection.
Event InformationAccording to Microsoft:
This behavior may occur if both of the following conditions are true:
1. In your computers Local Area Network (LAN) settings, the Automatically detect settings check box is selected.
2. You cannot ping the Web Proxy Auto-Discovery (WPAD) server by its Domain Name System (DNS) name. This behavior may occur if your computers connection-specific DNS suffix does not match the DNS domain where the WPAD servers DNS entry is registered.
For your computer to automatically detect LAN settings, the WPAD servers DNS entry must be correctly configured, and a DNS query from your computer must successfully resolve the name WPAD.mydomain.com, where mydomain.com is the connection-specific DNS domain. If a DNS query from Automatic Updates cannot resolve the name of the WPAD server, Automatic Updates cannot use the WPAD server.
Reference LinksAutomatic Updates Cannot Download Updates and Event ID 16 Is Logged

ISA Server logs Event ID 16 when you turn on Automatic Updates in Small Business Server 2000

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