I hopped on #webkit for today on IRC a bit, and was able to describe (and open a bug on) the weird proxy behavior I mentioned earlier. Specifically that proxies requiring authentication wreak some havoc. Win32 Safari gets really angry when you try (for example) to go to https sites that have lots of redirects or multiple SSL connections, continually re-prompting for authentication and eventually crashing (my example was just https://mail.google.com). I was able to pull a memory dump and include it, bug id #5265192, and a few of the #webkit folk can replicate now.
Maybe I'll try to install the beta on my Mac again, and use WebKit from source. Maybe would be a good chance to start picking up Cocoa/Objective-C again, something I really enjoyed when I was dabbling in it a bit when I first switched to Mac.
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