This sounds like a permissions issue.

Does the ASPNET user have modify permissions for the directory that holds
the logs?

The account must have permission for the directory or it wouldn't have been able to create the original log file.

I guess I should make time to take a look at the source. I suspect it is checking if it needs to roll the file between two writes (otherwise it wouldn't be working in my dev environment), but it isn't doing this check before the first write to the file after the application is restarted.

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