I wanted to make sure that WHITELISTIP only whitelisted the client connecting to Imail and not any other IP in the headers since they could contain the same internal IP as in my range.
That is correct -- WHITELISTIP will only check the IP address of the remote computer (in your case, the one that connected to the IMGate server). If you scan subsequent hops, and the IP appears later, it will not be whitelisted.
-Scott
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