$300,000 is nothing to sneeze at. I imagine someone could hack chat clients, extract private keys and claim the price.
All you are getting is the over-the-wire exchanges which makes it kinda a joke.
The part that is actually vulnerable to attack is the way the client functions and handles keys.
MitMing after a key exchange isn't helpful since its like getting the PGP text after its encrypted. You have to brute force the keys at that point.