The only evidence they would have on Wendy is circumstantial, not like what Chuck has on Bobby and his minions. Still, they might try it and it certainly reveals some kind of connection that Bobby will not like. He may lose faith in Wendy again, but given Chuck will take the public loss and Wendy gets the same gain as…

It's clear to me that Chuck faked the bold ego to his wife so that she would bet against him deliberately, but I think the timing of when he got out with his untraceable contribution may not be known for some time. Given that he just needs to hide his profit well, he may not be concerned about what his father did, or…