Use Listen2MyRadio’s free plan + a local encoder Install a tool like Mixxx, Winamp, or RadioBOSS on your computer. Configure it to stream your songs/ folder to your Listen2MyRadio station. You’d need to keep your computer on and broadcasting for it to stay live—no automation. Seek a free or low-cost Auto-DJ solution Options like AzuraCast (requires a VPS or hosting) or Liquidsoap feeding an Icecast server could give you automation—though they’re not fully “free” in the sense of using existing website hosting. Some services offer trial periods with Auto-DJ included.