The most straightforward explanation for him seeming like that is that he does believe that everything he's doing is likely going to be reversed on appeal. As for why make those decisions in the first place, you're making the bold assumption that he thought them all through at the time he made them. There's a difference between being unintelligent, and being lazy, impatient, and impulsive. Chupp appears to be the later. Too lazy to wade through all the shit that LeMosquitoed was generating and forcing Ty to generate in response. Too impatient to spend the hours and hours needed to hash it out in the hearing room. Too impulsive to put off ruling on anything until after the hearing when he had ample time to sit down and read through the important stuff he'd need to look over to write a supportable decision. The result is that he shot from the hip at the TCPA hearing, cut things short, made some decisions and some partial rulings that in hindsight he realized he probably shouldn't have. What he's done since that has been a combination of damage control, and trying avoid additional mess until things go to the appeals court so they can sort the case out.