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I've always been partial to the baseball strips from the late 1950s to the early 1960s, when the pain of losing felt most acute to Charlie Brown, less leavened by sight gags or quick quips.
Everyone who's seen "A Charlie Brown Christmas" or read the Peanuts strip in depth knows how important religion was to Schulz. But he did *not* care for current trends of equating Christianity with Americanism, which has only gotten worse. Here's an interview snippet.
2) In the 70s and 80s, it was often Woodstock who was looking for his mother on this day. In keeping with the sadness of this day in Peanuts, he not only never found her, but often ended up heartbroken.
Charlie Brown began speaking freely about his depression just a few years into the strip, roughly the late 50s and early 60s. It was a theme that ran particularly strong up until the mid 70s.
Mauldin was a cartooning sensation during WWII, but by the time I was growing up, I'd never even heard of him. I think Schulz knew that--look at this one, where Linus basically acts as an interpreter for the audience.