Thanks to @anecdotal, I just read her article about Henry "Box" Brown https://en.wikipedia.org/wiki/Henry_Box_Brown …
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There's also the mail order shopping angle. A bit later, but in the ballpark.https://qz.com/work/1425905/the-sears-mail-order-catalogue-subverted-jim-crow-era-racism/ …
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Wouldn't they have known if a letter was addressed to a slave?
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Yes. And for a long time letters in pro-slavery states were opened and censored. There are numerous academic articles on this.
End of conversation
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