On the Jessie thing, I'm an OG Dickhead listening to him since the original podcast with Maddox. I don't think that Jessie has a real reason to hate Dick that would be understandable by the Killstreams audience. Essentially Jessie picked a losing side and instead of jumping ship he doubled down. The guy relentlessly tried to troll The Dick Show subreddit, facebook groups and Dick himself.
It would be funny and somewhat interesting if Jessies trolling was similar to people like Cameron Clarke who is a long time Dick Show troll who is very critical of Dick for realistic reasons. However Jessie would dox fans, he doxxed Dick and his entire family on a stream and he called Denzel, an African American recurring guest a nigger. He did all this on his show which is pretty unwatchable.
The Podawful show consists of Jessie sitting at his PC and having his braindead fans call in to talk about nothing in particular who all have shittty internet and laptop mics. Jessie is incredibly unsuccessful and it's not for trying. He has been at this for a decade and he still hasn't hit his stride. There is definitely a grain of truth to what Dick was accusing him of, he's a failure.
I have noticed that Jessie orbits people who make good content. When Nick Mullen of Cumtown was active on Twitter, Jessie featured prominently in his replies. When Porsalin, the guy who makes feature length documentaries about Opie and Anthony does a stream it's Jessie who is moderating his chat. When Revenge of the Cis do a crossover with the Killstream Jessie is known to them and they kind of think he's a weirdo. EZ PZ did a video on Maddox and Jessie is in his comments bragging about how he knows Maddox.
This guy has a work ethic that would greatly benefit someone with actual talent. But, Jessie is missing the basic fundamentals of being a comedian or even having a show format. It's just quantity over quality. He successfully got Jim to want to talk to him, he's known to many popular content creators but he STILL has nothing to show for it.
I think part of the reason why Dick accused him of being a trust fund baby is because Jessie has been doing this for so long and is so painfully unsuccessful that it seems like the only logical explanation. His parents have to be funding him at this point because he's been putting everything into his failed show, literally pissing away the best decade of his life with nothing to show for it.
I'd say that the guy deserves a thread on here but he's honestly not relevant nor interesting enough. I probably wouldn't even read it unless people were fucking with him continuously - even then, what could you take away from him? He's got nothing is is noone.