guest2013-1
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My server doesn't use mod_expires. But thanks for making me check
Think it might be depreciated in the newer versions of Apache, sorry about that. However, the last thing you could try is to get your server to respond with an expiry in the past (making it expired immediately and should instruct the transparent proxy to get a newer version). This is the same method on saving on bandwidth/making the site load quicker by giving the images on the site an expiry of 1 month, where the browser/transparent proxy would only compare file sizes and your server would normally respond with a "not modified" header.
Did you try different load of test data? Could be the proxy is seeing the same size for the page coming through and caching like that? I've never, in the past 10 years using SAIX and programming for the web, seen this problem. (And I've used hotmail etc like you mentioned)