Abaddon's plans for Dean as her vessel suggest she likes to torture those she possesses by making them witness her most horrific acts. This makes it more likely that Josie Sands was forced to experience killing her mentors and friends in the Men of Letters.
It seems unlikely that a sergeant would be frightened enough of a photo of herself doing body shots on vacation, that she would allow someone without jurisdiction to have access to a crime scene and surveillance tapes, especially when they use the painfully obvious aliases of Stark, Banner, and Solo, indicating they are unlikely to even be FBI. She might be even more enraged by the attempt to blackmail her and the hacking of a military server.
Dean's anti-possession tattoo is oriented differently than it was when previously shown and appears to have been drawn upside down in this episode.