Back in '95 a guy that I worked with told me about a great band that he and his brother were into. The band was **Souled American**, from the Chicago area. As it turns out, back in '88 they pretty much started this whole Alt Country thing. I ended up picking out this, their third album from 1990, called _**Around the Horn**_ and it is fantastic. If your a fan of Uncle Tupelo, Son Volt & Wilco then you need to know these guys as well.
(I put another song into the comments section, if you liked this one.)
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I hope you've found and read the fine article on Souled Americans in The Believer (July/August 2008, pp. 36-42) written by Theodore McDermott. Here's a link.