Signing With Columbia Records
Winter caught his biggest break in December 1968, when Mike Bloomfield, whom he met and jammed with in Chicago, invited him to sing and play a song during a Bloomfield and Al Kooper concert at the Fillmore East in New York. As it happened, representatives of Columbia Records (which had released the Top Ten Bloomfield/Kooper/Stills Super Session album) were at the concert. Winter played and sang B.B. King's "It's My Own Fault" to loud applause and, within a few days, was signed to reportedly what was then the largest advance in the history of the recording industry—$600,000.
Winter's first Columbia album, Johnny Winter, was recorded and released in 1969. It featured the same backing musicians with whom he had recorded The Progressive Blues Experiment, bassist Tommy Shannon and drummer Uncle John Turner, plus Edgar Winter on keyboards and saxophone, and (for his "Mean Mistreater") blues legends Willie Dixon on upright bass and Big Walter Horton on harmonica. The album featured a few selections that became Winter signature songs, including his composition "Dallas" (an acoustic blues, on which Winter played a steel-bodied, resonator guitar), John Lee "Sonny Boy" Williamson's "Good Morning Little School Girl", and B.B. King's "Be Careful With A Fool".
The album's success coincided with Imperial Records picking up The Progressive Blues Experiment for wider release. The same year, the Winter trio toured and performed at several rock festivals, including Woodstock. With brother Edgar added as a full member of the group, Winter also recorded his second album, Second Winter, in Nashville in 1969. The two-record album, which only had three recorded sides (the fourth was blank), introduced a couple more staples of Winter's concerts, including Chuck Berry's "Johnny B. Goode" and Bob Dylan's "Highway 61 Revisited". Also at this time Johnny entered into an intimate, albeit short-lived affair with Janis Joplin which culminated in a concert at New York's Madison Square Garden where Johnny joined the then reigning Queen of R&R on stage to sing and perform.
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