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"Joe Preppy" is a Snoopy character that's been around for decades, if one of the more obscure ones, but they've clearly picked it because it looks like half the Hoodwinkee team and a significant percentage of its readers.
The Bamford × Peanuts “Joe Preppy” GMT Limited Edition For HODINKEE, featuring everyone's favorite cartoon beagle in his charming and dapper Joe Preppy ensemble. Snoopy has always been a master of disguise, and his Joe Preppy alter-ego has long been a favorite around the HODINKEE office for its irreverence and the uncanny resemblance it shares to the quintessential HODINKEE reader and watch collector. Just step outside our Lower Manhattan office and you'll notice dozens of trendy, coffee-sipping sartorialists hanging around dressed in the Joe Preppy uniform.
Presented without comment.