Wanted to reply because I was also having this issue on Windows Server. @templarian has the working solution. Whenever you first start NiFi leave the logback configurations unchanged, however we set ours to debug to have more insight into the issue. <configuration scan="true" scanPeriod="30 seconds" debug="true"> ... </configuration> NiFi's PID is blocking the file constantly, never releasing it, this causes the RollingFileAppender to never be able to change the filename: 16:32:07,611 |-INFO in c.q.l.core.rolling.helper.TimeBasedArchiveRemover - No removal attempts were made on account of totalSizeCap=3221225472 16:32:07,613 |-INFO in c.q.l.core.rolling.helper.TimeBasedArchiveRemover - No removal attempts were made on account of totalSizeCap=3221225472 16:32:22,499 |-INFO in c.q.l.co.rolling.helper.RenameUtil - Renaming file [C:\nifi-2.5.0\logs\nifi-app.log] to [C:\nifi-2.5.0\logs\nifi-app_2025-10-07_16.0.log5423244956573500.tmp] 16:32:22,499 |-WARN in c.q.l.co.rolling.helper.RenameUtil - Failed to rename file [C:\nifi-2.5.0\logs\nifi-app.log] as [C:\nifi-2.5.0\logs\nifi-app_2025-10-07_16.0.log5423244956573500.tmp]. 16:32:22,501 |-WARN in c.q.l.co.rolling.helper.RenameUtil - Please consider leaving the [file] option of RollingFileAppender empty. 16:32:22,502 |-WARN in c.q.l.co.rolling.helper.RenameUtil - See also https://logback.qos.ch/codes.html#renamingError Our workaround was to leave it unchanged on the first launch of NiFi and then remove all the <file/> properties for each appender once each file was initially created. Logback automatically applies these settings so there should be no disruption to NiFi. The appender configuration is identical to @templarian's suggestion. This got rotation and compression working for each of our appenders.   ... View more