IIRC, Josh wanted to give Chris a fair shot and figure out with more certainty what went down. The plan was to get Chris the money from the custom art sale campaign Josh ran for him, Chris needing to sleep in his roomy van (which was what he was going to do on his way to the MLP con anyway) for one night until then because of the emergency protective order for Barb against him. Chris couldn't wait one fucking day to get hold of that money, so he stole several hundred from Barb's account, which Josh could see in real time because he'd offered to help Chris avoid anything like a repeat of the Idea Guys fuckery ages ago. He asked Chris if he took the money from Barb, thereby committing a crime violating the protective order, Chris lied straight to him, got scolded and called out more directly with the proof, then said he'd pay the money back, but oh boy he's got some time to kill at the mall and he swears Bella was hacked by trolls.
That was when Josh finally realized that not only is CWC unwilling to learn a single life lesson, but he's malicious and always has been. Retardation = nigger brain. Chris thinks everyone else is at least as stupid as himself, all that ever matters is what he wants and getting away with whatever he does to others. Almost like Megan alone has been proof of that this whole time, wow. I think that's when Josh forwarded banking email screenshots to the cops or something.