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Lackadaisy Listening - The Old Stuff
Early 20th century (pre-WW2) jazz, pop and folk music. Some of the recordings themselves date back that far. Many of the entries are more recent recordings of songs either composed or initially made popular in the ragtime and jazz eras, though. For instance, if you hear Bobby Darin's well known 1959 recording of Mack the Knife, it's because the song is from the 1928 Threepenny Opera (I included the theatrical 'Die Moritat von Mackie Messer' version too).
Lackadaisy Listening 2 - The New Stuff
Modern revival of early 20th century music styles. A lot of upbeat electro-swing here, but I think I've included enough of a variety of other things to keep it from sounding too much like an insufferably peppy, nine-hour space cantina hangover.
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Anyway, just sharing these for any interested parties!
A few songs appear on both lists because they sort of fall into both categories. I'll keep updating the lists as I remember things I forgot to include. And if you have suggestions, do let me know!