Eggleston has toured extensively with Darol Anger's Republic of Strings, Fiddler's 4, and the alternative folk/bluegrass group he helped found, Crooked Still.
The band members have performed with or opened for Ryan Adams, Mason Jennings, Carolina Chocolate Drops, Sarah Jarosz, Laura Veirs, Trace Bundy, The Fruitbats, Jonatha Brooke, Michelle Shocked, JJ Gray and MoFro, Crooked Still, Jason Webley, John Craigie, The BoDeans, Elephant Revival, The Head and The Heart and many more.
Crooked Still | Crooked Rain, Crooked Rain | Crooked I | Crooked Creek Township, Houston County, Minnesota | Crooked Creek Township | The Crooked E: The Unshredded Truth About Enron | Crooked X | Under the Crooked Moon | There Was a Crooked Man... | The Crooked Hinge | Sail a Crooked Ship | Crooked Tree | Crooked Timber | Crooked Fingers |
The song and its variants have been performed and recorded by a range of artists including Tommy Jarrell, Neko Case, Laura Cantrell, Molly O'Day, Kristin Hersh, Wilma Lee & Stoney Cooper, Stanley Brothers, Ralph Stanley & Larry Sparks, the Kossoy Sisters, Country Gentlemen, John Hartford, The Kingston Trio, and Crooked Still.
Progressive bluegrass band Crooked Still recorded a version called "Wind and Rain" on their 2006 album Shaken by a Low Sound.