It is fitting that Bruce Adams’s new book, the sardonically-titled You’re with Stupid: kranky, Chicago and the Reinvention of Indie Music, begins at Jim’s Grill off Irving Park Road in the Ravenswood neighborhood on the North Side: It was the first place I remember seeing a promotional poster for this new band, The Smashing Pumpkins, who were regular customers of Bill Choi’s Korean-inspired restaurant, when they were first starting out. But let’s back up a few years, to set the scene of what was to come. After attending college at the University of Michigan, in Ann Arbor, in the mid-1980s, Adams worked at a record shop and wrote for the fanzine Your Flesh. He caught the indie rock bug, as it were, inspired by the then burgeoning independent music industry that had grown out of labels like Dischord in Washington, DC, Sub Pop in Seattle, and Touch & Go in Chicago, who presented a more artist-friendly path for bands to make a living selling records, CDs and cassettes Adams found his way to Chicago, where, by the mid-1990s, there was a golden age of independent businesses thriving in unison: records labels (Drag City, Thrill Jockey, Atavistic, Bloodshot, Carrot Top), distributors (Ajax, Cargo, Southern), records shops (Reckless, Dusty Groove, Wax Trax, The Quaker Goes Deaf), underground press (the Chicago Reader and New City, but also Lumpen and Stop Smiling), and venues (Cabaret Metro, Lounge Ax, the Empty Bottle, and Double Door). As Adams documents, it was a near-perfect eco-system for creativity and experimentation in a pre-digital age. You’re with Stupid is both a cultural history of the Chicago music world at that time, as told through the record labels and distributors that Adams worked for but also a how-to roadmap to founding a DIY operation. This is my conversation with Bruce Adams about his book and those times.