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App cleanup appears to be hit or miss right now. I'm on macOS 14.1. When it doesn't work, I see this error in the logs (I have debug logging on).

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2023-11-02 11:30:08.725 hazelworker[9766] Could not resolve path for bookmark data: Error Domain=NSCocoaErrorDomain Code=259 "The file couldn’t be opened because it isn’t in the correct format."
2023-11-02 11:30:08.746 hazelworker[9766] Error searching for installed application /Users/andrew/.Trash/NearInfinity.app: -50 - error in user parameter list

Any ideas?

Can you turn on debug logging as described here? https://www.noodlesoft.com/kb/hazel-debug-mode/

Post updated logs after doing that. Make sure to include a larger excerpt from the logs.