I would like to point out that the quality of his satire really feel of as time went on. He came from an office life in the late 90s and had a lot of insight into it's dysfunctions. But after decades of being out of that world, he had clearly lost touch. The comics often do little to speak to the current corporate world, outside of squeezed in references.
As I see it, decline in quality and the political radicalization go hand in hand. You cannot be a good satirist and be so long removed from the world you are satirizing.