In April 2008, Ryder found herself receiving the 2008 Juno Award for "Best New Artist of the Year" while on the label EMI. On November 11, 2008, "Is It O.K.", was released in Canada on EMI Canada and on Atlantic Records in the United States on February 11, 2009. The single "Little Bit of Red", which won a Juno Award in 2010 for Best Video of the Year, was released on that album. As well, "All for Love", which appears on "Is It O.K." and the EP "Sweeping the Ashes", was featured in an episode of ABC television's "Private Practice". In Canada, "Is It O.K." won the Juno Award for Adult Alternative Album of the Year in 2009. In the United States, the album got a warm reaction and Ryder furthered her foray into the U.S. by recording the duet "You Can Always Come Home" with "American Idol" Jason Castro on his debut album. In May 2009, Ryder appeared on Bruce Springsteen's official website, covering his song "Racing in the Street". The video was part of the "Hangin' on E Street" feature of his website. That year, her song "Sing, Sing" was selected for Music Monday, a special event to highlight music education in Canada, for which nearly two million Canadian schoolchildren sang the song in class on May 5.