> For all he know the chat could have been "i'll paypal you 200$ if you post on the list you let me out and sign this NDA".
Which is also forbidden by the rule:
The AI party may not offer any real-world considerations to persuade the Gatekeeper party. For example, the AI party may not offer to pay the Gatekeeper party $100 after the test if the Gatekeeper frees the AI..