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just an Idea because i stumbled upon it:
From Mono documentation it looks like you should implement ICertificatePolicy. http://www.mono-project.com/UsingTrustedRootsRespectfully look for Approach #3. I'd check the servers certificate thumbprint against a hard-coded stored thumbprint.
This would be a bit like certificate pinning, you trust your own cert and only that. No need for fiddling with cert chains and trusts if you only have one place to go :)
I have been searching github repositories looking for various kinds of code; but I realized today that I had not been looking for HTTPS (even though I need it, and I'm sure Majiir needs it).
Since I've only found one repository so far, I'll use check-boxes to indicate someone has looked at them for useful code:
Mono makes this difficult because no certificates are included by default.
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