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Jack makes very unique characters that have clear personality, history, and flaws/insecurities behind them. And in the RP I had with him, those character personalities and flaws paired with the setting to create an engaging situation where relationships were able to emerge organically. We played a GM + Player style of RP, and he laid a solid foundation that made it clear he knew exactly what the setting was and who these characters were. I felt very well taken care of, and his openness and responsiveness to my character's motives, flaws, and desires made the time we had in the RP rich and enjoyable. I would definitely RP with him a