First off, Kenny Wayne Shepherd was 33 years old at the release of this album, so he’s not a kid playing hot guitar anymore, he’s a grown man doing it. And he does play a hot lead guitar – that, in a nutshell, is what he does. But over the years he’s also learned that the blues isn’t just about blazing lead licks, it’s also about letting the song say its say – and on Live! In Chicago he does that. This is a concert full of songs and not just a bunch of guitar leads broken up by someone singing for a bit. Shepherd is also fully aware of the history of the blues and he honors some of his heroes here by playing with blues legends like Hubert Sumlin, Willie “Big Eyes” Smith, Bryan Lee and Buddy Flett and he doesn’t step all over them with his guitar playing – he supports them. The concert grew out of the tour Shepherd put together in support of 10 Days Out: Blues from the Backroads project, a DVD/CD documentary that featured Shepherd traveling around the country on a ten day trip interviewing and playing with icons from the blues world, including the surviving members of Muddy Waters' and Howlin' Wolf's bands, making this show, recorded at the House of Blues in Chicago, a kind of culmination.
Bruce Hornsby's hardest-rocking album, A Night on the Town announces that he is heading into a different direction in its first few notes. John Mellencamp's producer Don Gehman gives the sound, especially John Molo's drums, a feel reminiscent of Mellencamp's best work. The material here is among Hornsby's best, and guest players include Jerry Garcia, tenor saxman Wayne Shorter, banjo virtuoso Béla Fleck, vocalist Shawn Colvin (before she was known), and jazz bass legend Charlie Haden. The arrangements still include the mix of synthesized and real percussion, and the trademark piano licks are sprinkled abundantly throughout, but the overall feel is much more rock & roll than anything before or since.