‘Stretch and Bobbito: Radio That Changed Lives’ Doc Looks Back at the Radio Show That Helped Launch Nas and Jay Z: Film Review

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In the early days, hip-hop didn’t have a separate underground scene; the entire genre was outsider by default. But when a true rap underground finally coalesced in New York in the late 1980s and early ’90s, it was at an unexpected place: Columbia University. That’s where what Nas calls “the most important radio show of its time,” the subject of this affable and eye-opening documentary, was broadcast by hosts Bobbito Garcia and DJ Stretch Armstrong.

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And what a time it was: A rap-nerd cornucopia, the film is highlighted by priceless footage of freestyles from golden-era icons when they were unpolished rookies, including a long-lost verse from The Notorious B.I.G. There are also present-day interviews in which Jay Z, Eminem and Nas — just three of the rap Mount Rushmore figures for whom the show was a crucial launchpad — geek out over the show’s invaluable impact on their careers. (Tidal co-owner Jay Z has a particularly notable moment lamenting the death of human gatekeepers and curators in the digital age.)

Garcia makes his directorial debut, and the film, like much of college radio, risks feeling insular to the uninitiated. But unlike N.W.A biopic Straight Outta Compton (another film about belle epoque rap partly controlled by its subjects), Stretch and Bobbito doesn’t flinch at its charismatic heroes’ faults: At one point the film takes an admirable deep dive into the misogyny that was sometimes prevalent — in both the weekly show’s otherwise hilarious late-night roast sessions and 1990s hip-hop as a whole.

This story originally appeared in the Oct. 31 issue of Billboard

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