Hello, I'm getting this error with a test instance I have connected to fleet

Failed enrollment request to https://

I highly suspect it's something to do with my tls cert on the fleet having been expired, but the osquery flagfile isn't referencing mTLS config options, instead relying on the enrollment secret.

This is a bit too vague to allow anyone to provide input or help, can you share more information and logs? Did you try renewing the TLS certificate?