In Eminent Hipsters, musician and songwriter Donald Fagen, best known as the co-founder of the rock band Steely Dan, presents an autobiographical portrait that touches on everything from the cultural figures that mattered the most to him as a teenager, to his years in the late 1960s at Bard College, to a hilarious account of a recent tour he made with Boz Scaggs and Michael McDonald. Fagen begins by introducing the 'eminent hipsters' that spoke to him as he was growing up (and desperately yearning to be hip) in suburban New Jersey in the late 1950s and early 1960s. The figures who influenced him most were not the typical ones - Miles Davis, say, or Jack Kerouac - but rather people like Jean Shepherd, whose manic, acidic nightly radio broadcasts out of WOR-Radio had a tough realism about life and 'enthralled a generation of alienated young people'; Henry Mancini, whose chilled-out, nourish soundtracks, especially to films by Blake Edwards utilised the unconventional, spare instrumentation associated with the cool jazz school; and Mort Fega, the laid back, knowledgeable all night jazz man at WEVD, who was like 'the cool uncle you always wished you had'.
He writes of how, growing up as a Cold War baby, one of his primary doors of escape became reading science fiction by such authors as Philip K. Dick, and of his regular trips into New York City to hear jazz. Other emblematic musical heroes Fagen writes about include Ray Charles, Ike Turner, and the Boswell Sisters, a trio from the 1920s and 30s whose subversive musical genius included trick phrasing and way out harmony. 'Class of '69' recounts Fagen's colourful tumultuous years at Bard College, the progressive university north of New York City that attracted a strange mix of applicants, including 'desperate suburban misfits with impressive verbal skills but appalling high school records' (like himself). It was at Bard that Fagen first met Walter Becker, with whom he would later form Steely Dan. The final section of the book, 'With the Dukes of September', offers a day-by-day account of a tour Fagen undertook last summer across America with Boz Scaggs and Michael McDonald, performing a programme of old R&B and soul tunes as well as some of each of their own hits.
Told in a weary, cranky, occasionally biting and always entertaining voice, Fagen brings to life the ups and downs and various indignities and anxieties of being on the road - The Dukes were an admittedly 'low-rent operation' compared to a Steely Dan tour - as well as communicating the challenges and joy of playing every night to a different crowd in a different city.