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July 16, 2025 22 mins

Sidney's dreams of becoming a real advice columnist -- and maybe having a column of her own -- are brutally dashed when she fails to give Benji Benincasa the respect he thinks he deserves. In no small amount of distress, Sidney flees to the New York Public Library, her single respite in the topsy-turvy, mean streets of 1961 Manhattan. Things get precipitously worse, though, when Sidney goes from wandering the aisles of the library to falling through a wormhole and winding up in the future.


Upon reaching the future, Sidney meets Elton, a layabout with a heart of gold. Unfazed by Sidney's sudden arrival from the distant past, Elton invites her over to hang out with his friends.



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Do you remember the Sixth Sense? What about Citizen Kane? This podcast episode is like neither of those! Think comedies, like My Old Ass, the Simpsons, Veep, the Other Two, 30 Rock and the Blair Witch Project. Except, unlike the Blair Witch Project, Sincerely Sidney is intentionally funny. In fact, and I'm just going out on a limb here, it's nothing that's been verified by industry big wigs like Jay Leno or David Letterman or Tom Brokaw, but like I was saying, the biggest difference between Sincerely Sidney and the Blair Witch project is that, with Sincerely Sidney, it's good, wholesome fun. Sure, there's a little bit of foul language. There may be a romantic interlude or two. But, by and large, we're just looking at a crazy young woman trying to make it big in this world. Can you say the same about, say, Saw IV? Or Sinners? No, I don't think you can. Give that a ponder, why don't you?

Mark as Played

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