Dex,
I love you, mate, but sooner or later you're going to have to face up to the fact that you got royally played by OSA (as did many others).
I predict that, at some time in the not-too-distant future, the "good friend" of your good friend is going to wake up and get BOTH feet out.
When he does, he's going to confess to one of two things;
(a) that he knowingly fed false information to your good friend because, at the time, it seemed like it was the greatest good for the greatest number of dynamics, or
(b) that he was fooled by another into unknowingly feeding false information to your good friend because, at the time, it seemed like it was the greatest good for the greatest number of dynamics.
You know, or should know, how the CofS works. You know what the Policy states and how rigidly it is applied.
Ask your good friend about what actual motives this "good friend" might possibly have for maintaining such a regular comm line with him/her (or why the CofS would allow it). I know (s)he's a charming, charismatic personality but, in my experience, the CofS policy doesn't EVER take those things into account.
It was (and still is) a well-executed operation and, despite my abhorrence of all things OSA, I have to admit to a grudging admiration for the skillful execution. Just when we thought they might be all out of ammunition, they started shooting again.
It's nothing personal, it's just how they do business.
(Note: gender obfuscation intentional).