Episode 509 first aired on July 6, 2016
| Artist | Song |
| The Sound Of Austin | Good Day For The Blues |
| Matt The Electrician | All I Know |
| Gina Chavez | Siete-D |
| Brownout | N.I.B |
| Mobley | Swoon |
| Quiet Company | Fear & Fallacy, Sitting In A Tree |
| Gurf Morlix | Empty Cup |
| King Orba | King Orba |
| Grouchy Like Riley | Bucktown |
| Kelley Mickwee | River Girl |
| Shane Cooley | Hesitate |
| Texas Never Whispers | Always Drunk |
| Shawn Nelson & Graham Wilkinson ( 2fer1 ) | Down To New Orleans |
| Matt Giles & Jorge Castillo (The Drakes) | It’s Not Easy |