Jack is suffering from one of the main 3 things that an artist that made it big can suffer:
1) They become perfectionist, unable to accept any mistake, even little ones, which makes them redoo entire secuences from scratch, making a project that was supposed to come out quickly, a eternal wait (Looking at you PerfectDeadBeat)
2) They get cocky and waaay too up on their own asses, promising amazing things for their next project and asking for more support to be able to do it. "Bro, i just need to hit this amount so i can buy this new thing that will help me make the project", only to quickly find out that they can't deliver what they promised, so it becomes a loong game of avoiding work and shitty WIPs, but no actual delivery (Miro from Affect3D, please stand up to defend yourself)
3) And what's affecting Jack, thinking that you're a genious of your craft, which you're, but not for the reasons you think. No one watches porn for the story or the music, they watch it for the premice of it. People watch a stepmom getting stuck just because it's a pretty hot idea, they don't give a shit about how she got stuck or why.
And the worst thing, is that all of those 3 things start after they have surpassed what i call the "Subscribers Threshold", that it's when they reach a certain amount of Patreons, donors, etc. that even if people get angry at them and stop supporting them, they still gonna have enough of them to continue the way they're doing. And this makes a self-critique very hard or impossible