So here's what I discovered. https doesn't necessarily hang (although it appears to), it's just extremely slow. it's the most obvious with attachments to webmail. I just somewhere that squid doesn't cache https anyways, so why not bypass it.
But, it really isn't just https. Any upload is slow. Once I sign into my webmail, it reverts to http. But attaching files is slow. super slow. Why might that be? Is there something I should configure debug_options to be watching for? Thanks, Dean -- This message has been scanned for viruses and dangerous content by MailScanner, and is believed to be clean.