1 - Experiment - Ray Noble and his Orchestra – 1933

2 - Try Try Again - Camille Howard with the James Clifford Jazz Orchestra - 1946

3 - I Wonder How I Look When I'm Asleep - Irving Kaufmann with the Bar Harbor Society Orchestra – 1927

4 - I'm Willin' To Try - Rose Lee Maphis - 1955

5 - Strange As It Seems - Cab Calloway and his Orchestra – 1932

6 - Take Another Guess - Ella Fitzgerald with Benny Goodman and his Orchestra – 1936

7 - Guess I'm Better Off Without You - Will Graves and his Rhythm Rangers - 1950

8 - I Guess I’ll Have to Change My Plan - Rudy Vallee - 1932

9 - I Guess I'll Get the Papers and Go Home - Frankie Lester with Hal McIntyre and his Orchestra – 1946

10 - I Guess I'll Have to Dream the Rest - Ray Eberle and The Modernaires with Glenn Miller and his Orchestra – 1941

11 - I Wonder How the Old Folks Are at Home - Lewis James and the Shannon Quartet – 1923

12 - Let's Try It - Gottlieb Kvintetten (from Sweden) – 1951

13 - My Main Trial is Yet to Come - Cope Brothers - 1947

14 - Your Guess is as Good as Mine - Herb Jeffries with the Hamp-Tone All Stars – 1946

15 - I Wonder - Scrappy Lambert with the Dixie Marimba Players - 1928

16 – Gee But It’s Great to Meet a Friend – Sweet Violet Boys – 1937