What's the date modified on the newer file that you used to overwrite with ? The feature looks at the last modified date / time and will update Mezzmo if it is newer than what was already on your drive. For my OTA recordings when the recording starts it timestamps it at the start time when the recording is first created. When it finishes it finishes writing the file and up[dates it with a new time which corresponds to the OTA broadcast of the show ending. From the logs I don't think it detected the file as being newer but Peter can confirm. I saw a date of CREATION_TIME=2019-01-23T16:51:59Z on the Ides of March.