If he was actually adding shit to the game I don't think the mood around here would be so dour. I took a look into the stream for the first time in a while and he's currently re-working Diane's art as it fits into Debbie's story, which would make this like the third or possibly fourth re-work that she's gotten during development.
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He'll never stop remastering his game unless someone physically takes the tablet out of his hands. Once he's done with the tech update in like three years he'll go back to Jenny and start all over again since he'll have grown to hate her existing art. For everyone who bitches about executive interference in games, this is what you get without a publisher cracking the whip: an artist who'd rather endlessly refine his work to some abstract notion of perfection rather than release something into the wild.
Leonardo da Vinci spent over a decade working on the Mona Lisa, and the only thing that stopped him from further refinement was because his hand became paralyzed a couple years before his death. It technically remains unfinished and was never delivered to the person who commissioned it. Food for thought.