May 4, 2021
- 10:01pm Let's Cool One by Thelonious Monk
- 10:05pm Boyhood by Jon Batiste on We Are
- 10:09pm Soulsea by Adrian Younge and Ali Shaheed Muhammad on Gary Bartz
- 10:11pm Don't Despair by Behn Gillece on Still Doing Our Thing
- 10:20pm Righty-O! by Spike Wilner on Aliens & Wizards
- 10:24pm Smile by Benito Gonzalez on Sing to the World
- 10:30pm Little Waltz by Greg Skaff on Polaris
- 10:36pm Just In Time by Jeremy Monteiro on Live at No Black Tie
- 10:43pm Idle Moments (Live) by Jim Snidero on Live at the Deer Head Inn
- 10:51pm Bird Of Beauty by Dan Wilson on Vessels of Wood and Earth
- 10:57pm Peaceful by Roxana Amed on Ontology
- 11:03pm Cadillac Club by Rodney Whitaker on Outrospection
- 11:09pm Granted by Vincent Herring on Preaching to the Choir
- 11:15pm Beatrice by Kendall Carter on Introducing
- 11:23pm Welcome back from Varadero by Miguel de Armas on Continuous
- 11:38pm Better Days Ahead by Rale Micic on Only Love Will Stay
- 11:44pm Rhythm-A-Ning by Dan Willis and Velvet Gentlemen on The Monk Project
- 11:51pm The Day I Tried to Live by Jennifer Wharton's Bonegasm on Not a Novelty
- 11:57pm Midnight Prayer by Polly Gibbons on Is It Me?
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