hrm, Welcome to MLC! Of course he's going to run to "mom" when he needs money for his tires! He's not going to spend his precious $$$ on such things. I'm not surprised that he hasn't offered you $$$.
Yes, they are insane and there is definitely a method to their madness and you will learn how to read the signs as you move along. He's got a ways to go before he even begins facing his issues. He's just getting started in replay!
Keep your sense of humor!
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.