[3] After a successful single, "Waiting for the Sun", and extensive touring the band went back in the studio and released the follow-up, Tomorrow the Green Grass in 1995, which yielded the radio hit "Blue".

[2][4] For his post-Jayhawks career, Olson returned to his folk and country roots and with Williams and multi-instrumentalist Mike "Razz" Russell released the well-received album The Original Harmony Ridge Creek Dippers in 1997.

Two more albums recorded with the Creekdippers followed, December's Child in 2002 (which saw him reunited with Louris for the first time in seven years on the track "Say You'll Be Mine") and Mystic Theatre (which also featured Williams) in 2004.

The album, written while he was staying with Cardiff-based folk singer and writer Charlotte Greig and her husband, novelist John Williams, was inspired by his divorce.

[6][7] After the release of The Salvation Blues, Olson toured the United States and Europe with Italian violinist Michele Gazich and Norwegian multi-instrumentalist Ingunn Ringvold (Sailorine) playing djembe, percussion and piano and singing harmony vocals.