Bloomfield continued with solo, session and back-up work from 1968 to 1980. He played guitar on Mother Earth's cover of Memphis Slim's "Mother Earth," a track from their 1968 "Living with the Animals" album, and on two albums by Texas-born soul singer Wayne Talbert. With Mark Naftalin, he produced the 1968 sessions for James Cotton's 1968 album "Cotton in Your Ears". He released his first solo album, "It's Not Killing Me", in 1969. Bloomfield also helped Janis Joplin assemble her Kozmic Blues Band (for the album "I Got Dem Ol' Kozmic Blues, Again Mama!") in 1969, co-wrote "Work Me, Lord" for the album, and played the guitar solo on Joplin's blues composition "One Good Man." Columbia released another 1969 album, a live concert jam, "Live at Bill Graham's Fillmore West", including Mark Naftalin, former Electric Flag bandmates Marcus Doubleday and Snooky Flowers, and a guest appearance by Taj Mahal. In the same year he reunited with Paul Butterfield and Sam Lay for the Chess Records album "Fathers and Sons", featuring Muddy Waters and pianist Otis Spann. Bloomfield composed and recorded the soundtrack for the film "Medium Cool", directed by his second cousin, Haskell Wexler. The film includes footage shot in Chicago during the 1968 Democratic National Convention. With Nick Gravenites, he produced blues guitarist Otis Rush's 1969 album "Mourning in the Morning", recorded at FAME Studios in Muscle Shoals, Alabama with a band that included keyboardists Mark Naftalin and Barry Beckett, along with guitarist Duane Allman.