Thursday, October 9, 2025

Kaplan's Plot, by Jason Diamond: A Big-Shouldered Debut

You won't find a more Chicago-ey novel published this year than Jason Diamond's debut, Kaplan's Plot. In fact, Kaplan's Plot is actually two Chicago novels in one -- which makes it as overstuffed with Chicago goodness as a Lou Malnati's deep dish pizza or a walk-off home run at Wrigley Field or a double char dog from the Wiener's Circle. (Sorry, I'll stop now.) 

I got to see Diamond at the Chicago release party for Kaplan's Plot a few weeks ago, at which mentioned he always has trouble with his elevator pitch for this novel when someone asks him what it's about. Though he does it very well, I know what he means now. There is a lot going on this book, and it's not easy to summarize succinctly. 

But here goes: Kaplan's Plot is about a disgraced tech bro named Elijah who returns to Chicago from the Bay Area after his partners were indicted and his company folded. His mother Eve, a semi-famous poet, is dying of cancer and Elijah decides there's no better time than the present to dig into his family's past. That past? A grandfather (Eve's father) named Yitz Kaplan, a Chicago gangster in the 1920s and 1930s operating from Chicago's famed Maxwell Street. So these two stories intertwine -- Elijah learning about Yitz and his secrets, and Yitz's escapades happening in-scene. 

The alternating past-and-present scenes, especially when a character in the present is trying to learn the secrets of the past, is a risky structure. It's difficult to parse out information in a way that makes it still seem surprising and fresh both to the characters and the readers. But Diamond pulls it off here. One thing he does well is make each alternating chapter similar in length -- this may be a personal preference thing, but when I'm reading alternating timelines, and we spend 20 pages in one and then 10 in another, I naturally start caring more about the longer section (and it's a subtle signal the writer does too!). But here both stories are given equal weight, and I think doing so helps make the novel successful. 

Plus, compelling characters, a drama-rich plot with secrets and twisty turns, and getting so many great Chicago details in two separate timelines all make this just a lot of fun to read. Not that Diamond's Chicago cred is in question (he grew up in Evanston), but this post on the Chicago Literary Canon on his popular Substack, the Melt, should quell any concerns. 

So yes, if Chicago novels are your thing -- or you're just a fan of well-written family dramas -- this one's for you. Highly recommended! 

Tuesday, October 7, 2025

Thomas Pynchon Is Having A Moment. Let's Have One with Him

Happy Thomas Pynchon Day to all who celebrate! Today is the day Pynchon's probably last novel, Shadow Ticket is out and in the world. My review of the novel is up at Chicago Review of Books. Here's a little preview:

Thomas Pynchon would prefer not to be introduced. Which is fine, because by now, on the occasion of the publication of his ninth novel, Shadow Ticket, the 88-year-old famously reclusive writer needs no introduction anyway.

Pynchon is one of only a few members of the pantheon of writers whose names are also adjectives. Orwellian (dystopian). Kafkaesque (surreal). Dickensian (includes orphans?).

Please click over and read -- I had A LOT of fun writing this one. My editor called it "a banger." 😅

So yes, Shadow Ticket is out in the world. And woah boy, this is A MAJOR Publishing Event! 

Here is how I know this is Major Publishing Event: First, a couple bookstores around the city, and in Milwaukee (hello, Boswell Books -- one of my favorites!) where the novel is partially set, had midnight release parties last night. When is the last time you can remember midnight release parties for a tricky literary fiction novel?!?

Second: Let me tell you a quick story about just getting an Advanced Reading Copy to be able to review it. Normally, the process is very easy -- you email the publisher, tell them you're reviewing for a publication, and they send you the ARC. This time, I had to prove the assignment, which meant getting the Chicago Review of Books editor to email the publishing team to assure I had indeed been assigned the review. When the ARC arrived, it was an individually numbered copy. Mine is No. 101 of 192 -- which, what an odd number of ARCs to make! I've been writing about books on the internet for almost 20 years, and I've never seen that before. I thanked the team profusely and told them I'd guard it with my life. 

Thirdly, the Nobel Prize in Literature will be announced on Thursday 10/9, and Pynchon is one of the favorites. NicerOdds -- a British bookmaker -- has him at 11/1 odds (the same as Haruki Murakami, by the way -- either of those two winning would make my week!). Can you imagine our boy Tommy pulling down a Nobel on top of everything else? Would he attend the ceremony?!? 

BUT ALSO! Have you seen One Battle After Another??? The Paul Thomas Anderson film has been making huge waves in the cinephile community -- and it's "inspired by" Pynchon's 1990 novel Vineland. I have not read Vineland, but I saw the movie last weekend. Verdict: It's worth the hype...and then some. I'm far from an expert film reviewer, but it gets two enthusiastic thumbs up from me. 

Finally, all this chat about Pynchon has renewed interest in Pynchon's masterpiece, Gravity's Rainbow. I spent six months tangling with that novel way back in 2010. I felt like I survived GR, more than read it. Here was a conversation (made up, of course) I had with my boy Tommy on the occasion of finishing that nearly impenetrable novel. 

Now I'm off to rewatch The Simpsons, Episode 10, Season 15 for the 782nd time. "Here's your quote: 'Thomas Pynchon loved this book, almost as much as he loves cameras!' Hey, over here! Have your picture taken with a reclusive author! Today only, we'll throw in a free autograph! But wait, there's more!" 😂



Thursday, October 2, 2025

Buckeye, by Patrick Ryan: A Sweeping but Intimate 20th Century Epic

Both of my grandparents on my mother's side were born, raised, lived their entire lives, and died in Tiffin, Ohio -- a small town in the northeast about an hour from Toledo. Dick and Dorothy Puffenberger were front and center in my mind as I read Patrick Ryan's debut novel, Buckeye.

Covering a half-century of the lives of two couples and their families, Buckeye is set in the fictional town of Bonhomie, Ohio (though real places I know well from visiting my grandparents, like Findlay, Fostoria, and yes, even Tiffin make appearances). Margaret and her husband Felix, and Becky and her husband Cal are the same generation as my grandparents, so it felt like I was reading a sort of fictional version of the lives of their friends and neighbors.

But even if you're not lucky to have had grandparents who lived in a small town in Ohio, if you enjoy a good multi-generational saga chock-full of secrets, lies, regrets, deception, and drama, you'll dig Buckeye. 

At once sweeping and intimate, Buckeye is about how life even in small town America is not insulated from the effects of massive world events. Beginning with World War II and ending in the 1980s, Ryan tells us the story of the uniquely American 20th century through the eyes of these two couples who become inextricably intertwined. 

One of things that Ryan does well here is making it possible for readers to continue to empathize with good people who make bad decisions. That's such a difficult thing to pull off in fiction -- and especially given how we're programmed these days to write someone off for a single indiscretion. Sometimes good people do bad things. How they respond to those poor choices is the meat of this novel, and Ryan seems to be saying, how they really should be judged. 

My biggest complaint about this novel is that, even at 450 pages, it feels too short. We spend more than two-thirds of the novel on just a few years. But then we sort of do the "fast forward montage" thing and skip ahead too quickly. It felt like there was opportunity to really flesh out the relationships between the couples' kids and give them more room to grow on the page. I'm probably in the minority on this -- no one likes long books anymore. But I felt like this could've been a 900-page masterpiece in the vein of David Wroblewski's Familiaris or Abraham Verghese's The Covenant of Water. 

Still, what's here is fantastic -- and it's already become a huge word-of-mouth hit. Grab your drink of choice, your coziest sweater, and lose yourself in this story.