I wanted to love this book, and there some parts that I certainly did love, but they were few and far between.
Kotlowitz paints a beautiful picture of the city at times. As a 10-year transplant resident who has now lived in 4 neighborhoods across the city, I appreciated those descriptions. But then he gets lost in the minutia of liquor store, cafe, and pawn shop conversations and vague sensationalizing of mob and gang violence. I was pretty disappointed in pretty much all of that.
I know this was written in 2004, a full 20 years ago, but to me even then it feels out of date. In a short book, he spends far too much time trying to show the city as it once was, and not much on what it actually IS. Many if not all of his subjects were in their 60s and 70s when he interviewed them. Sure, they saw the city change, but their perspectives don’t do much to show an outsider, or someone who has never been to Chicago, what the city is actually like to live in.
To me, this was two books in one. I would’ve loved a reflective “walk in Chicago,” but this was more like a “sit in Chicago” that delves way too much into personal details of rundown bar owners and the like — details that, while interesting, are barely Chicago-specific at best.
For as much as this book recommends and praises Algren’s City on the Make, I’d recommend just reading that. It is more clearheaded and comprehensive, and actually does a much better job of giving you a sense for everyday life in Chicago despite having been written several decades ago.