Could just be angst. But yeah, I lean towards him "wishing for failure."
I don't understand how he could be so filled with angst about a job where he gets to follow an NBA team around and write stuff about them and get paid to do it. Especially considering how much optimism there is surrounding this franchise right now.
I'm beginning to think now he's just out to get attention by riling people up. No publicity is bad publicity in his eyes, I guess.