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Episode 414 first aired on March 2, 2016
| Artist | Song |
|---|---|
| Jimmy and The Mustangs | 20 Flight Rock |
| Sis Deville | Featuring Lisa Pankratz |
| The Painted Redstarts | Foreign Fields |
| Charile Pierce & Choctaw Wildfire | Have I Said Enough |
| No Showponies | |
| Amanda Cevallos | Got Me Where You Want Me |
| Mike & The Moonpies | The Hard Way |
| HayesCarll/BonnieWhitmore | Another Like You |
| Graham Wilkinson | Home |
| Carson McHone | Bouquet |
| Leo Rondeau | Resistance In My Blood |
| The Trishas | Clockwork |
| Katie Shore | Goin Up A Hill |
| Old Settlers Music Fest Promo | The Infamous Stringdusters – Light & Love |
| Wood & Wire – Overblown |