Take Jack Horton, a Portland-based singer-songwriter whose path to folk-Americana included stops at Japanese law school, Tokyo piano bars, corporate boardrooms, and government offices. His latest EP, "Imperfections," feels like finding someone's private journal set to music. And that someone happens to write really, really well. The five-song collection opens with "Set Me Free," a piano-driven confession that might surprise anyone expecting typical breakup bitterness. Horton...

Lost Lot’s new single, “Waiting,” does a funny thing to the air in the room. It settles it. For three-and-a-half minutes, everything seems to hold its breath, letting a story of profound and stubborn love fill the space. On the surface, it’s a gorgeous slice of widescreen Americana—guitars shimmering with the texture of sun-bleached highway signs, a rhythm section that provides a steady, relentless...