My theory is that Barry ceased to be funny about three months before the divorce debacle. Reading his old books is still good, but that mid-life crisis he had/is having really kicked his ass.

There's really nothing on your list that I disagree with, except the kitty from Something Positive is occasionally cutely drawn, and the Michael Ian Black articles on McSweeney's are moderately funny. McSweeney's as a whole is not funny, it's just wry.