[1] For their first three albums, the band consisted mostly of Olson, Williams and multi-instrumentalist Mike "Razz" Russell, with drummers Don Heffington and John Convertino.
These were all recorded at the couple's home in Joshua Tree, California, and were distributed by mail order, with little touring to support them.
In 2000, the group picked up touring multi-instrumentalists Joshua Grange and David Wolfenberger as well as long-time Creekdipper "Razz" Russell, dropped "Original Harmony Ridge" from the name and began a two-continent touring schedule in support of three full band recordings: My Own Jo Ellen, December's Child and Mystic Theatre, which featured the touring quintet along with Greg Leisz, Danny Frankel, Don Heffington, and Jon Birdsong.
December's Child included a duet by Olson and former Jayhawks bandmate Gary Louris.
Olson and the Creekdippers have toured in several different combinations without Williams, Grange and Wolfenberger but with drummer Ray Woods and Russell.