In May 2005, Botti was invited to perform at Oprah Winfrey's Legends Ball weekend honoring her African American heroines. In 2006, Billy Childs, Gil Goldstein & Heitor Pereira won the Grammy for Best Instrumental Arrangement Accompanying Vocalist(s): "What Are You Doing the Rest of Your Life?" (Chris Botti & Sting) from Botti's album "To Love Again – The Duets". 2006 also marked his first PBS collaboration, "Chris Botti Live: With Orchestra and Special Guests", released in early 2006. The CD and platinum-certified DVD included duets with Sting, Burt Bacharach, Gladys Knight, Jill Scott and Renee Olstead.