I split Lucinda Williams’ discography into four periods.
You have the early years, from 1979-1992, featuring straightforward folk pop/rock and her most radio-friendly tunes and vocals.
Then there’s the span from 1998-2003, which saw her stretch into more challenging song styles and favor raw emotion over more polished performances. 1998’s Car Wheels On a Gravel Road, still her masterpiece, bridges the first two phases.