The Cubicle Queue: New York 400 Years Ago, Jack Kerouac and Sarah Silverman

Tired of clicking around YouTube and iTunes for online videos of substance? Search no more! The Observer has your weekly handy guide to what’s worth watching on the Web.

Chaplin on Hulu — While Roman Polanski’s scandal rages in Paris, Hulu thought it was about time to post Sir Richard Attenborough’s 1992 movie Chaplin. Nominated for three Oscars, the biographical film starred Robert Downey Jr. as the infamous comedic filmmaker with a taste for younger women. At age 35, he married a 16-year-old. His last and longtime wife, Oona, Eugene O’Neill’s daughter, had just turned 18 when they wed. She was 36 years his junior.

One Fast Move or I’m Gone: Kerouac’s Big Sur trailer on YouTube — In 1960, post–On The Road buzz, a jaded and moody Jack Kerouac holed up in Lawrence Ferlinghetti’s cabin in the Big Sur woods, which became of the backdrop of his gritty, semi-autobiographical novel Big Sur. This new documentary tells the making of that novel through the voice of actor and Kerouac interpreter John Ventimiglia (Artie from HBO’s The Sopranos) and includes stories told from his friends and peers, including Ferlinghetti, Carolyn Cassady and Michael McClure. The film also features  reflections and a soundtrack by Tom Waits, Sam Shepard, Patti Smith, Aram Saroyan and Donal Logue. Check out the trailer and see it this Friday at the Chelsea Clearview.

Eric Sanderson pictures New York — before the City on — From the TED description: “400 years after Hudson found New York harbor, Eric Sanderson, of The Mannahatta Project, shares how he made a 3-D map of Mannahatta’s fascinating pre-city ecology of hills, rivers, wildlife—accurate down to the block—when Times Square was a wetland and you couldn’t get delivery.”

Sarah Silverman’s Sell the Vatican, Feed the World on YouTube — Sarah Silverman’s ambitious plan for feeding the world …

Auto-Tune the News #9: Nobel. health care. United Nations — “Watch as the UN General Assembly erupts with euphoria and syncopation.” Brought to you by The Observer‘s favorite Williamsburg autotuner.

The Cubicle Queue: New York 400 Years Ago, Jack Kerouac and Sarah Silverman