Sing Out's two guests featured very different music. The amazing jazz singer Ann Dyer presented a cornucopia of reworkings of Beatles songs, as a prelude to a six-week JazzSchool workshop she's giving on adding Beatles songs to singers' repertoire; and jazz bassist Kurt Ribak discussed his new trio CD, "Gone."
| Artist | Song | Album | Label | Year |
| Beatles | "Blackbird" | The Beatles | Apple | 1968 |
| Sarah Vaughan | "Blackbird" | Songs of the Beatles | Arlantic | 1981 |
| Bobby McFerrin | "Drive My Car" | Simple Pleasures | Elektra | 1988 |
| Beatles | "Drive My Car" | Rubber Soul | EMI/Capitol | 1966 |
| Holly Cole | "I've Just Seen a Face" | Best of | Blue Note | 2000 |
| Los Fabulosos Cadillacs and Debbie Harry | "Strawberry Fields Forever" | Obras Cumbres | Columbia | 2000 |
| Donny Hathaway | "Yesterday" | These Songs for You Live! | Atlantoic | 2004 |
| Beatles | "Come Together" | Abbey Road | Apple | 1969 |
| Ike & Tina Turner | "Come Together" | All This & World War II | 20th Century | 1976 |
| Beatles | "I Will" | the Beatles | Apple | 1968 |
| beatles | "Julia" | The Beatles | Apple | 1968 |
| Ann Dyer | "Eleanor Rigby" | Revolver: A New Spin | Premonition | 2000 |
| Aretha Franklin | "Eleanor Rigby" | This Girl's in Love with You | Atlantic | 1970 |
| Willie Nelson | "The One After 909" | Come Together: America Salutes the Beatles | Liberty | 1995 |
| Beatles | "Glass Onion" | The Beatles | Apple | 1968 |
| Danger Mouse | "Encore"(Glass Onion) | Grey Album (mix of Jay-Z & Beatles) | ? | 2004 |
| Ann Dyer | "Tomorrow Never Knows" | Revolver: A New Spin | Premonition | 2000 |
| Kurt Ribak | "It's Only a Paper Moon" | Gone | Rodia | 2009 |
| Kurt Ribak | "Gone" | Gone | Rodia | 2009 |
| Kurt Ribak | "Ruby" | Gone | Rodia | 2009 |
| Kurt Ribak | "River Chorus" | Gone | Rodia | 2009 |
