Symptom

Selecting gateway rotation from a WinGate service does not rotate connections out through gateways, all traffic continues to go out the main gateway.

This is often related to the Windows Application Layer Gateway Service. ALG is a service that provides optimum gateway selection duties for Windows and breaks gateway selection for WinGate in the process. It handles outgoing connections post WinGate and overrides any specific gateway that WinGate has chosen to use. Disabling the service is the quickest fix, and is non consequential.

Solution

1. Go to Start -> Control Panel -> Administrative Tools -> Services
2. Find and double-click 'Application Layer Gateway Service'
3. Change the Startup type to Disabled
4. Click the Stop button
5. And then Click OK

If WinGate's gateway selection still doesn't work after disabling ALG, check to see if there are there any Internet Security Suites/Virus Scanners installed on the WinGate computer as some suites that intercept outgoing connections will override the selected gateway in the process, similar to what ALG does.