> Now my company is (T) and we don't want to leak (V)'s session key.
> You may assume that our binary is protected state of the art agains debugger 
> attacks and stuff.
> So the only question is if the shared openssl library makes the tool more 
> vulnerable?

You cannot prevent someone from changing what the software that runs on their 
computer. You can only make it harder. 
Shared libraries are easier for a user to replace; static libraries are harder.

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