In the podcast's first episode, Crane interviewed saxophonist Grant Stewart.[1] One of its earliest episodes featured Crane's interview with guitarist John Abercrombie.[3]
In 2009, Crane and Michael Ricci developed a promotional partnership between the podcast and Ricci's website All About Jazz to which Crane had been contributing as a writer.[4][5] From 2009 to 2012, Patrick Jarenwattananon made frequent mention of episodes of the show on National Public Radio's jazz blog, A Blog Supreme.[6][7]
In 2012, the podcast featured a series of episodes called Jazz or Bust which included Crane's interviews with musicians and others in places he visited during a tour of the United States and Canada. Among those he interviewed was John D'Earth in Virginia.[8] One of the stops on the Jazz or Bust tour was Auburn, Alabama where Crane ended up moving later that year, stopping production.[9]
In 2013, after a crowdfunding effort promising to re-launch the podcast, Crane relocated to State College, Pennsylvania to be closer to family and started producing new episodes. By 2015, it could boast over 2.5 million downloads.[10]
In 2021, Crane turned over control of the podcast to Nicky Schrire, who turned control back to Crane in 2022.[11][12]