Looking at yours and Eliezers games as AI, it looks like the winning chances of the AI seem to be zero if a nontrivial amount of money is at stake.
Maybe SoundLogic simply lost the preious game because the small price to pay seemed like a respectful nod that he wanted to give you for playing very well, not because you had actually convinced him to let you eat the planet?
AI Box Experiment Update #3
Tuxedage (AI) vs Alexei (GK) - Gatekeeper Victory
Tuxedage (AI) vs Anonymous (GK) - Gatekeeper Victory
I have won a second game of AI box against a gatekeeper who wished to remain Anonymous.
This puts my AI Box Experiment record at 3 wins and 3 losses.