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Can you confirm you're on the latest version? (2.9.7).
If so, from a terminal run: log stream --level debug --predicate="subsystem='com.objective-see.lulu'"
And post relevant output (the next time this happens), that should start with a log message: -[Rules endpointAddrMatch:rule:]
Then in the logs, you'll see LuLu performing the endpoint matching ...which (may) still be broken, so I'm hoping these log message shed some insight into why.
I'm not 100% what specific log message will appear, however, you should see log messages related to the process (e.g. privatecloudcomputed) and to the endpoint matching of the existing rule.
#665 is still an issue.
What logs will the debug appear?
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