Verify that your private keys are valid on all tiers... isolate the 
transaction:
4. Server1 -> Server2 (response to request in Step 3).

Capture just this traffic -- without examining your capture indetail I am 
assuming that the keys are either not valid on server2, or that you are 
missing the server to server handshake. The only commercial program I have 
experience with is OPNET ITguru and it uses wireshark as its backend so 
this is all the same area.

If you are missing the server to server handshake you may need to force 
the handshake to reoccur, is this a production server?
There is more info on the handshake process here: 
http://docs.sun.com/source/816-6704-10/ssl_overview.html#13602

I am reading your description of the steps as this is inter server 
communication, is that what happens or is this still going back to the 
client?

You might want to find a copy of Wireshark & Ethereal Network Protocol 
Analyzer Toolkit:
I see amazon has 5 copies in stock right now. 
http://www.amazon.com/exec/obidos/ASIN/1597490733/techobserver-20


Kenneth

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