In Protocols>TLS I've tried the options "RSA Keys List", "TLS Debug File", Pre-Shared Key", and "(Pre)-Master-Secret log filename". I've tried every combination I think think of in Wireshark. So I tried converting that to a plain-text unencrypted private key file with openssl.exe and load that into Wireshark, still didn't decrypt the TLS stream. I tried that private key in Wireshark but it didn't decrypt the TLS stream. pfx files and I used openssl.exe to export the private key and openssl didn't report any errors in that process.
So in theory I should have access to everything I need to decrypt the TLS sections of the packet capture, but this is the first time I've done this and I'm not having any luck. I have the password used to create the cert. My company created the certificates in Windows Server 2019 by installing the "Certificate Authority" role. Almost everything is working well except for some errors inside the TLS stream they've asked me to debug.
We have an in-house application we've written for our client for network communication over the internet between us and them. Hello Everyone! I posted about this in r/networking yesterday (link below for background), made some progress there, but hoping I can get a little further here.
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