
Walker has, as of 2021, released two albums with Chicago-based jazz drummer Charles Rumback. In 2021 Walker released Deep Fried Grandeur, a live album with the Tokyo band Kikagaku Moyo, and Course in Fable, his sixth solo album of original music, both on his own Husky Pants Records label.

Walker released The Lillywhite Sessions, an album of covers of the aforementioned Dave Matthews Band album. His fifth is Deafman Glance, released in May 2018. On August 19, 2016, Walker released his fourth solo album, Golden Sings That Have Been Sung, which was yet another change in his evolving sound. MacKay performs in Walker's live band, from 2017 or earlier through 2021 and has also played on at least one of Walker's other records. The duo's second album, Spiderbeetlebee, was released by Drag City in 2017.

The album's sound was described as fingerstyle ballads, psychedelic waltzes, and raga-inspired blues. MacKay played 6-string guitar, requinto and glass slide, while Walker played 6 & 12-string guitars. Their instruments converge in the center. MacKay's guitar was recorded on the left channel and Walker's guitar was recorded on the right channel. The songs on the album were taken from the last two shows of the residency, on January 25 and 30. It was recorded live during a January 2015 residency at The Whistler nightclub in Chicago. Īlso in 2015, Walker released an instrumental album, recorded in collaboration with fellow Chicago musician Bill MacKay, entitled Land of Plenty. Backing musicians Walker employed on Primrose Green include several noted Chicago jazz and experimental musicians such as Fred Lonberg-Holm.

In 2014, he released his debut album for the Tompkins Square label, and followed it early in 2015 with Primrose Green released on Dead Oceans. Walker began his career in Chicago's independent music scene after moving there in the early 2010s, releasing several cassette EPs and a vinyl EP. Walker, and critics, have cited the band Genesis and singer-songwriter Nick Drake as early influences.
