This issue typically occurs when PlayIt Live analyses audio files before they've finished copying to the monitored folder. The software detects what appears to be the end of the file based on the partially-copied audio, setting the Cue Out point prematurely. Since "Re-analyse cue points" is disabled in your monitored folder settings by default, PlayIt Live won't automatically correct these cue points once the files are fully copied.

To fix affected tracks, use bulk editing to re-analyse them. Go to Manage > Tracks, select the affected tracks (use CTRL+A to select all if needed), click Edit, then click the Analyse button. This resets all cue points based on the complete audio files.

To prevent this in future, either enable "Re-analyse cue points" in your monitored folder settings (via Manage > Monitored Folders), or ensure files are fully copied before PlayIt Live scans the folder. A reliable method is to copy files to a temporary location first, then move them into the monitored folder once the transfer is complete, as moving tends to be an atomic operation that reduces the chance of partial file analysis.