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Bradlee was born in Long Island, New York, where he first fell in love with jazz at the age of 12 after hearing George Gershwin's "Rhapsody in Blue" for the first time. Bradlee became a successful performer, working in the New York jazz scene. Bradlee also served as music director for an interactive, off-Broadway theater experience called Sleep No More.
In looking for creative inspiration, Bradlee began reworking popular music as an exercise. In 2009, he released "Hello My Ragtime '80s," in which he incorporated popular music from the '80s with ragtime-style piano. After playing and experimenting on stage at his regular gig at Robert Restaurant, Bradlee released the compilation Mashups by Candlelight. He would finally begin to gain popularity with his release of A Motown Tribute to Nickleback in 2012, a collaboration with local musicians which arranged Nickleback's songs in the style of '60s style R&B music.
In 2013, Bradlee began to work more seriously on forming Postmodern Jukebox, a rotating group of musicians producing covers of pop songs in the styles of jazz, ragtime, and swing. The group broke out onto the public radar with their doo-wop cover of Miley Cyrus's "We Can't Stop". Several artists have publicly noted their appreciation for the group's work. As the viral surge grew, Bradlee was interviewed by news outlets such as NPR and also performed live on Good Morning America and Fuse. The group capped off their meteoric year with a visit to Cosmopolitan Magazine's New York office for a year end review of their work and popular songs from the year. The group's most prominent guest musician is Dave Koz, who collaborated with them in a 1930s jazz version of "Careless Whisper".
In 2013, Bradlee also found interest from the video game industry, gaining a composer credit for 2K Games' BioShock Infinite. The soundtrack features three of the artist's stylized arrangements.

01 - Scott Bradlee & Postmodern Jukebox - Gangsta's Paradise (Originally Performed By Coolio feat. L.V.).mp3
02 - Scott Bradlee & Postmodern Jukebox - Such Great Heights (Originally Performed By The Postal Service).mp3
03 - Scott Bradlee & Postmodern Jukebox - Bad Romance.mp3
04 - Scott Bradlee & Postmodern Jukebox - I Believe in a Thing Called Love.mp3
05 - Scott Bradlee & Postmodern Jukebox - Creep (Originally Performed By Radiohead).mp3
06 - Scott Bradlee & Postmodern Jukebox - Poison (Originally Performed By Bell Biv DeVoe).mp3
07 - Scott Bradlee & Postmodern Jukebox - Only One (Originally Performed By Kanye West feat. Paul McCartney).mp3
08 - Scott Bradlee & Postmodern Jukebox - Barbie Girl.mp3
09 - Scott Bradlee & Postmodern Jukebox - Paper Planes (Originally Performed By M.I.A.).mp3
10 - Scott Bradlee & Postmodern Jukebox - All About That Bass (Originally Performed By Meghan Trainor) (2015 European Cast).mp3
11 - Scott Bradlee & Postmodern Jukebox - Take Me To Church (Originally Performed By Hozier).mp3
12 - Scott Bradlee & Postmodern Jukebox - Style.mp3