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(I've used Fiddler for... ever, so I'm familiar with it) The GP likely doesn't have the private key if they're using Outlook. As if they're using Outlook it is
by nullindividual 3y ago
(I've used Fiddler for... ever, so I'm familiar with it)
The GP likely doesn't have the private key if they're using Outlook. As if they're using Outlook it is most likely with Exchange. And if they're using Exchange, it is most likely EXO. Hence, Fiddler as the appropriate recommendation for this portion of the thread.
- gerdesj 3y agoIf you have to resort to a proxy (fiddler) then you are making changes. You do not get to sample unblemished data. Perhaps that is OK for the snag/issue in question but may not be. Port mirroring/SPAN/RSPAN is the only way to be an observer without affecting the traffic you are inspecting. Fiddler literally does a man in the middle attack. If you don't have access to a private key for a TLS exchange and stream, then you cannot do quite a lot of diags. In the end, Fiddler and the like might do the job but to really get close to the wire requires full knowledge and a much lighter touch. That will be a port SPAN/mirror and Wireshark and a private key.
- nullindividual 3y agoAgain, irrelevant for the discussion at hand.