Born in Milwaukee, Wisconsin, Milkowski studied journalism in college, earning a bachelor's degree in 1977 from the University of Wisconsin-Milwaukee, where he also served as editor of the campus newspaper, The UWM Post. He combined his interests in music and journalism when he began working as freelance music critic at The Milwaukee Journal in 1977. He co-published the city's alternative bi-weekly newspaperCityside from December 1977 to May 1979 and served as editor of the monthly Milwaukee magazine from 1979 to 1980. He moved to New York in September 1980 after accepting a position as managing editor for the Long Island-based weekly entertainment publication Good Times, where he worked for two years. As a New York-based freelance music writer from 1983 to 1993, Milkowski contributed cover stories, interviews, record reviews, and opinion pieces on jazz, rock, and blues musicians for numerous national magazines. In September 1993, he moved to New Orleans, where he continued freelancing for several national music magazines while also appearing weekly as an overnight DJ at radio station WWOZ.His first book, JACO: The Extraordinary and Tragic Life of Jaco Pastorius, The World's Greatest Bass Player was published in April 1995 during the week of the birth of his daughter. It was translated for editions in Italy, Spain, Slovakia, France, Bulgaria, and Japan. After returning to New York in 1997, Milkowski published Rockers, Jazzbos & Visionaries and Swing It! An Annotated History of Jive. An updated and revised 10th Anniversary Edition of his Jaco Pastorius biography was published in 2005 by Backbeat Books. He wrote Legends of Jazz in 2011 and that same year co-wrote Here And Now: The Autobiography of Pat Martino. His book Keith Richards: A Rock 'n' Roll Life came out in 2012. Milkowski was a consultant on the 2014 documentary filmJACO, produced by Metallica bassist Robert Trujillo, and appeared on panel discussions with its premiere at film festivals in New York City, Washington D.C., Cape May, New Jersey, Montreal, and Buenos Aires. As a record producer, Milkowski oversaw recordings for guitarist Phil deGruy, guitarist Pat Martino and produced the compilation Come Together: A Guitar Tribute to The Beatles as well as tracks on the compilations World Christmas and Who Loves You: A Tribute to Jaco Pastorius.
Awards and honors
Helen Oakley Dance-Robert Palmer Award for Excellence in Magazine Writing, Jazz Journalists Association, 2004
Lifetime Achievement Award, Jazz Journalists Association, 2011