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Client Connection Issue with SSL Cert
Do a tcpdump on the server side interface going to the application to see what that looks like. SSH into the management console and do this:
tcpdump -lnni 0.0 port 80 and host [IP of application server]
Try your external test again and watch this capture. If you see traffic flying from the BIG-IP to the server, then client side SSL is probably not the issue. The next thing I'd do is firing up Fiddler or HTTWatch on the client side and watch the HTTP communications. You'll see your initial GET request and probably a server HTTP response or two before things go haywire.
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